成人免费xx,国产又黄又湿又刺激不卡网站,成人性视频app菠萝网站,色天天天天

Home Cart 0 Sign in  

[ CAS No. 35613-44-6 ] {[proInfo.proName]}

,{[proInfo.pro_purity]}
Cat. No.: {[proInfo.prAm]}
Chemical Structure| 35613-44-6
Chemical Structure| 35613-44-6
Structure of 35613-44-6 * Storage: {[proInfo.prStorage]}

Please Login or Create an Account to: See VIP prices and availability

Cart0 Add to My Favorites Add to My Favorites Bulk Inquiry Inquiry Add To Cart

Search after Editing

* Storage: {[proInfo.prStorage]}

* Shipping: {[proInfo.prShipping]}

Quality Control of [ 35613-44-6 ]

Related Doc. of [ 35613-44-6 ]

Alternatived Products of [ 35613-44-6 ]
Product Citations

Product Details of [ 35613-44-6 ]

CAS No. :35613-44-6 MDL No. :MFCD04973395
Formula : C9H11NO2 Boiling Point : -
Linear Structure Formula :- InChI Key :BWQBYHGDMBHIIQ-UHFFFAOYSA-N
M.W : 165.19 Pubchem ID :5743389
Synonyms :

Safety of [ 35613-44-6 ]

Signal Word:Warning Class:N/A
Precautionary Statements:P261-P305+P351+P338 UN#:N/A
Hazard Statements:H302-H315-H319-H335 Packing Group:N/A
GHS Pictogram:

Application In Synthesis of [ 35613-44-6 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 35613-44-6 ]

[ 35613-44-6 ] Synthesis Path-Downstream   1~14

  • 1
  • [ 30095-98-8 ]
  • [ 35613-44-6 ]
YieldReaction ConditionsOperation in experiment
98% With palladium on activated charcoal; hydrogen; In toluene; at 5℃; under 760.051 Torr; Compound 2 (97.6 g, 0.5 mol),Pd/C (0.98g) and toluene (200mL) were placed in the reaction flask.Hydrogen was passed through a hydrogenation reaction at normal pressure of 5 C overnight.After the reaction,filter,Wash with a small amount of toluene,Combine the filtrate and the wash solution,Recovering toluene,Precipitating solids,Vacuum drying,The pale yellow liquid was Intermediate 3 (80.9 g, 98%).
97% With palladium 10% on activated carbon; hydrogen; In methanol; at 20℃; Preparation of methyl 2-(2-aminophenyl)acetate (Compound 6-1) [00231j A mixture of Compound 1-2 (9.75 g, 50 mmol), 10% palladiumlactivecarbon catalyst (dry, 530 mg, 5 mmol) in methanol (100 mL) was stirred under hydrogen atmosphere at room temperature for overnight. The reaction mixture was filtered to remove palladiumlactive carbon catalyst and the filtrate was concentrated to give Compound 6-1 (8.02 g, yield: 97%) as a pale yellow oil. MS (ES): mlz:166[M+H]. ?H NMR (400 MHz, DMSO-d6) oe: 6.94 (m, 2H), 6.64 (d, 1H, J 8.0 Hz),6.51 (m, 1H), 4.88 (s, 2H), 3.59 (s, 3H), 3.52 (s, 2H).
97% With palladium 10% on activated carbon; hydrogen; In methanol; at 20℃; under 760.051 Torr; Preparation of methyl 2-(2-aminophenyl)acetate (Compound 11-3)[00269j A mixture of methyl 2-(2-nitrophenyl)acetate (Compound 11-2, 9.75 g, 50 mmol), 10% palladiumlactive carbon catalyst (dry, 530 mg, 5 mmol) in methanol (100 mL) was stirred under H2 (1 atm.) at room temperature overnight. The reaction mixture was filtered to remove palladiumlactive carbon catalyst and the filtrate was concentrated to give the desired product methyl 2-(2-aminophenyl)acetate (Compound 11-3, 8.02 g, yield: 97%) as a pale yellow oil. MS (ESI): mlz: 166[M+H]. ?H NMR (400 MHz, DMSO-d6) oe: 6.94 (m, 2H), 6.64 (d, 1H, J= 8.0 Hz), 6.51 (m, 1H), 4.88 (s, 2H), 3.59 (s, 3H), 3.52 (s, 2H).
67% With hydrogen;palladium 10% on activated carbon; In ethyl acetate; at 20℃; for 2h; The 2-nitrophenyl acid methyl ester (1 g, 5.13 mmol) was dissolved in 20 mL of EA and 0.3 g of Pd/C 10% was suspended into the solution, the reaction mixture was under hydrogen atmosphere at room temperature. After 2h the reaction was completed by TLC analysis (DCM: EA 60; 40) the Pd/C 10% was removed by filtration and the solvent by reduced pressure; to yield a colorless oil 0.67 g (67%).
8.5 g (100%) palladium-carbon; In methanol; B. Methyl 2-aminophenylacetate. Methyl 2-nitrophenylacetate (10.1 g, 51.2 mmol) in 125 mL of methanol containing 221 mg of 10% Pd/C was placed on the Parr hydrogenator at 40 psi. After 5 h the mixture was filtered through celite and evaporated under reduced pressure to give a clear red oil. The solvent was evaporated under reduced pressure to give 8.5 g (100%) of methyl 2-aminophenylacetate as a clear red oil. TLC (silica, EtOAc/hexanes): Rf=0.24. 1H NMR (400MHz, CDCl3): 7.21 (m, 2H), 6.86 (m, 2H), 3.81 (s, 3H), 3.70 (s, 2H).
With hydrogen;platinum(IV) oxide; In methanol; under 2585.81 - 2844.39 Torr; for 25.5h; B. (2-Amino-phenyl) acetic acid methyl ester; The title A compound, (2-nitro-phenyl)-acetic acid methyl ester (5.0 g, 25.6 mmol) is dissolved in MeOH (125 mL) in a Parr Bottle. It is purged with nitrogen, then added Pt02 (185 mg), then placed on a Parr Shaker under 50 to 55 psi of hydrogen with shaking for 25.5 h. The reaction is opened and filtered through celite, and concentrated to yield (2-amino- phenyl) acetic acid methyl ester as an amber oil : [M+1] + = 166.
With palladium 10% on activated carbon; hydrogen; In methanol; at 20℃;Inert atmosphere; Add Pd/C (10%, 800 mg) to a solution of methyl 2-(2-nitrophenyl)acetate (7.5 g, 38.5 mmol) in methanol (50 mL) under N2, then flush with H2, stir the reaction under atmosphere at room temperature overnight. Remove the hydrogen; filter off the solid, concentrate the filtrate under reduced pressure to obtain the crude product (4.8 g, 76.2%) which is used directly without further purification. MS: (M+l):166
With palladium 10% on activated carbon; hydrogen; In methanol; at 25℃;Inert atmosphere; Add Pd/C (10%, 800 mg) to a solution of methyl 2-(2-nitrophenyl)acetate (7.5 g, 38.5 mmol) in methanol (50 mL) under N2, then flush with H2, stir the reaction under H2 atmosphere at room temperature overnight. Remove the hydrogen; filter off the solid, concentrate the filtrate under reduced pressure to obtain the crude product (4.8 g, 76.2%) which is used directly without further purification. MS: (M+1):166.

  • 2
  • [ 35613-44-6 ]
  • [ 67-56-1 ]
  • [ 59-48-3 ]
  • 3
  • [ 30095-98-8 ]
  • [ 59-48-3 ]
  • [ 35613-44-6 ]
  • 4
  • [ 35613-44-6 ]
  • [ 59-48-3 ]
YieldReaction ConditionsOperation in experiment
4 g With potassium carbonate; In N,N-dimethyl-formamide; at 20℃; Stir the mixture of <strong>[35613-44-6]methyl 2-(2-aminophenyl)acetate</strong> (4.8 g, 29.1 mmol) and potassium carbonate (8.0 g, 58.2 mmol) in DMF (15 mL) at room temperature overnight. TLC (PE:EtOAc=2:l) shows the reaction is complete. Concentrate the reaction mixture under reduced pressure to give the crude product. Purify by chromatography (silica gel, EtOAc:PE=l:2) to afford the title compound (4.0 g, 95%). MS: (M+l): 134.2.
4 g With potassium carbonate; In N,N-dimethyl-formamide; at 25℃; Stir the mixture of <strong>[35613-44-6]methyl 2-(2-aminophenyl)acetate</strong> (4.8 g, 29.1 mmol) and potassium carbonate (8.0 g, 58.2 mmol) in DMF (15 mL) at room temperature overnight. TLC (PE:EtOAc=2:1) shows the reaction is complete. Concentrate the reaction mixture under reduced pressure to give the crude product. Purify by chromatography (silica gel, EtOAc:PE=1:2) to afford the title compound (4.0 g, 95%). MS: (M+1): 134.2.
YieldReaction ConditionsOperation in experiment
93.0% (B) Methyl 2-(2-aminophenyl)acetate The methyl 2-(2-nitrophenyl)acetate obtained in (A) (1.69 g, 8.66 mmol) was dissolved in methanol (20 ml). 10% palladium/carbon (0.17 g) was suspended in the solution, and the suspension was stirred at room temperature under hydrogen atmosphere (1 atm) for 19 hours. The catalyst was removed by filtration and washed with methanol, and then the solvent was evaporated to obtain the title compound as pale orange oil (1.33 g, 93.0%). 1H-NMR (CDCl3) delta: 3.57 (2H, s), 3.68 (3H, s), 4.06 (2H, br), 6.67-6.79 (2H, m), 7.04-7.12 (2H, m)
  • 8
  • [ 35613-44-6 ]
  • methyl (3S)-(-)-7-chloro-3-carboxymethyl-1,3,4,5-tetrahydrobenz[cd]indole-2-carboxylate [ No CAS ]
  • [ 502481-66-5 ]
  • 9
  • [ 35613-44-6 ]
  • [ 1479-24-9 ]
  • [ 606922-11-6 ]
  • 10
  • [ 35613-44-6 ]
  • [ 94-02-0 ]
  • [ 606922-10-5 ]
  • 11
  • [ 35613-44-6 ]
  • [ 33166-77-7 ]
  • [ 861230-04-8 ]
  • 12
  • [ 35613-44-6 ]
  • [ 79099-07-3 ]
  • [ 400797-94-6 ]
YieldReaction ConditionsOperation in experiment
42% Preparation of tert-butyl 4-(2-oxoindolin- 1 -yl)piperidine- 1 -carboxylate (Compound 6-2) [00232j A mixture of Compound 6-1 (3.30 g, 20 mmol), tert-butyl 4-oxopiperidine-1-carboxylate (4.38 g, 22 mmol), acetic acid (HOAc, 600 mg, 10 mmol) in dichloromethane (DCM, 80 mL) was stirred at room temperature for 2 h, then sodium triacetoxyborohydride (6.36 g, 30 mmol) was added in portions and heated to 40C, stirred overnight. The reaction mixture was cooled to room temperature and diluted with dichloromethane (200 mL), washed with water (200 mL x 2) and sodium bicarbonate (sat. aq., 200 mL x 2), dried over anhydrous sodium sulfate, concentrated to give the crude product, purified by column chromatography on silica gel (ethyl acetate in petroleum ether, 5%, V/v) to give Compound 6-2 (2.65 g, yield: 42%) as a white solid. MS (ES): mlz: 261[M+H-56]. ?H NMR (400 MHz, CDC13) oe: 7.24 (m, 2H), 7.01 (m, 2H), 4.41 (m, 1H), 4.28 (br s, 2H), 3.53 (s, 2H), 2.83 (br s, 2H), 2.32 (m, 2H), 1.70 (m, 2H), 1.50 (s, 9H).
42% Preparation of tert-butyl 4-(2-oxoindolin- 1 -yl)piperidine- 1 -carboxylate (Compound 11-4) [00270j A mixture of <strong>[35613-44-6]methyl 2-(2-aminophenyl)acetate</strong> (Compound 11-3, 3.30 g, 20 mmol), tert-butyl 4-oxopiperidine-1-carboxylate (4.38 g, 22 mmol), acetic acid (HOAc, 600 mg, 10 mmol) in dichloromethane (DCM, 80 mL) was stirred at room temperature for 2 h, then sodium triacetoxyborohydride (NaBH(OAc)3, 6.36 g, 30 mmol) was added in portions and heated to 40C, stirred overnight. The reaction mixture was cooled to room temperature and diluted with dichloromethane (DCM, 200 mL), washed with water (200 mL x 2) and sodium bicarbonate (sat. aq., 200 mL x 2), dried over anhydrous sodium sulfate, concentrated to give the crude product, purified by flash colunm chromatography on silica gel (ethyl acetate petroleum ether, 1 20-1 15-1 10 v v) to give the desired product tert-butyl 4-(2-oxoindolin- 1 -yl)piperidine- 1- carboxylate (Compound 11-4, 2.65 g, yield: 42%) as a pale yellow solid. MS (ESI):mlz: 261[M+H-56]. ?H NMR (400 MHz, CDC13) oe: 7.24 (m, 2H), 7.01 (m, 2H), 4.41 (m, 1H), 4.28 (br s, 2H), 3.53 (s, 2H), 2.83 (br s, 2H), 2.32 (m, 2H), 1.70 (m, 2H), 1.50 (s, 9H).
3.9 g (62%) With sodium tris(acetoxy)borohydride; sodium hydrogencarbonate; acetic acid; In dichloromethane; C. 4-(2-Oxo-2.3-dihydro-indol-1-yl)-piperidine-1-carboxylic acid tert-butyl ester. Methyl 2-aminophenylacetate (3.0 g, 18.2 mmol) and 1-tert-butoxycarbonyl-4-piperidone (4.5 g, 22.6 mmol) were set stirring in 50 mL of CH2Cl2 under an atmosphere of nitrogen. Sodium triacetoxyborohydride (5.4 g, 25.5 mmol) was added followed by 1 mL of acetic acid. After 20 h at rt the mixture was quenched by the slow addition of saturated NaHCO3. After stirring for 30 min, the organics were separated, dried (MgSO4), and evaporated to afford 7.5 g of a purple oil. Purification by column chromatography (silica, 10-50% EtOAc/hexanes) gave 3.9 g (62%) of the title compound. TLC (silica, 25% EtOAc/hexanes): Rf=0.15. 1H NMR (400MHz, CDCl3): 7.25 (m, 2H), 7.01 (m, 2H), 4.40 (m, 1H), 3.53 (s, 2H), 2.83 (m, 2H), 2.32 (m, 2H), 1.70 (m, 2H), 1.51 (s, 9H).
  • 13
  • [ 5292-43-3 ]
  • [ 35613-44-6 ]
  • [ 612531-38-1 ]
YieldReaction ConditionsOperation in experiment
With potassium carbonate; In N,N-dimethyl-formamide; at 20 - 50℃; for 19h; C. [2- (t-Butoxycarbonylmethyl-amino)-phenyl]-acetic acid methyl ester; The title B compound, (2-amino-phenyl) acetic acid methyl ester (4.2 g, 25.4 mmol) is dissolved in DMF (30 mL). Powdered potassium carbonate (8.78 g, 63.5 mmol) and t-butyl bromoacetate (4.12 mL, 27.9 mmol) are added and the reaction is stirred at room temperature for 18 h and then at 50C for 1 h. The reaction is diluted with water (300 mL) and extracted with EtOAc (2 x 200 mL). Combined EtOAc layers are washed with water (2 x 100 mL) then brine (100 mL), dried over anhydrous MgS04, filtered and concentrated to give a viscous brown oil. This residue is chromatographed on a 110 g silica gel RediSep (Isco Inc.) column with a 30 mUmin gradient elution of 10: 90 (EtOAc: hexane) to 25: 75 over 30 min. Fractions containing product are combined and evaporated to yield [2-(t-butoxy- carbonylmethyl-amino)-phenyl]-acetic acid methyl ester as a clear amber oil : [M+1] + = 280.
Recommend Products
Same Skeleton Products

Technical Information

Historical Records

Related Functional Groups of
[ 35613-44-6 ]

Aryls

Chemical Structure| 52913-11-8

[ 52913-11-8 ]

Methyl 2-(3-aminophenyl)acetate

Similarity: 0.98

Chemical Structure| 150319-83-8

[ 150319-83-8 ]

Methyl 2-(3-aminophenyl)acetate hydrochloride

Similarity: 0.96

Chemical Structure| 52273-79-7

[ 52273-79-7 ]

Ethyl 2-(3-aminophenyl)acetate

Similarity: 0.94

Chemical Structure| 850449-93-3

[ 850449-93-3 ]

Methyl 2-(5-amino-2-methylphenyl)acetate

Similarity: 0.94

Chemical Structure| 5438-70-0

[ 5438-70-0 ]

Ethyl 4-aminophenylacetate

Similarity: 0.92

Esters

Chemical Structure| 52913-11-8

[ 52913-11-8 ]

Methyl 2-(3-aminophenyl)acetate

Similarity: 0.98

Chemical Structure| 150319-83-8

[ 150319-83-8 ]

Methyl 2-(3-aminophenyl)acetate hydrochloride

Similarity: 0.96

Chemical Structure| 52273-79-7

[ 52273-79-7 ]

Ethyl 2-(3-aminophenyl)acetate

Similarity: 0.94

Chemical Structure| 850449-93-3

[ 850449-93-3 ]

Methyl 2-(5-amino-2-methylphenyl)acetate

Similarity: 0.94

Chemical Structure| 5438-70-0

[ 5438-70-0 ]

Ethyl 4-aminophenylacetate

Similarity: 0.92

Amines

Chemical Structure| 52913-11-8

[ 52913-11-8 ]

Methyl 2-(3-aminophenyl)acetate

Similarity: 0.98

Chemical Structure| 150319-83-8

[ 150319-83-8 ]

Methyl 2-(3-aminophenyl)acetate hydrochloride

Similarity: 0.96

Chemical Structure| 52273-79-7

[ 52273-79-7 ]

Ethyl 2-(3-aminophenyl)acetate

Similarity: 0.94

Chemical Structure| 850449-93-3

[ 850449-93-3 ]

Methyl 2-(5-amino-2-methylphenyl)acetate

Similarity: 0.94

Chemical Structure| 5438-70-0

[ 5438-70-0 ]

Ethyl 4-aminophenylacetate

Similarity: 0.92

; ;