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Chemical Structure| 72593-77-2 Chemical Structure| 72593-77-2
Chemical Structure| 72593-77-2

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CAS No.: 72593-77-2

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Product Details of Methyl-PEG3-bromide

CAS No. :72593-77-2
Formula : C7H15BrO3
M.W : 227.10
SMILES Code : COCCOCCOCCBr
MDL No. :MFCD00956116
InChI Key :LCCCTXULXHJDLA-UHFFFAOYSA-N
Pubchem ID :13230355

Safety of Methyl-PEG3-bromide

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of Methyl-PEG3-bromide

* 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 [ 72593-77-2 ]

[ 72593-77-2 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 72593-77-2 ]
  • [ 116632-23-6 ]
  • [ 936844-08-5 ]
YieldReaction ConditionsOperation in experiment
With potassium carbonate; sodium iodide; In acetone; for 16h;Reflux; (i) 3-Fluoro-5-(2-(2-(2-methoxyethoxy)ethoxy)ethoxy)aniline 1-Bromo-2-(2-(2-methoxyethoxy)ethoxy)ethane (430 mu, 2.480 mmol) was added to a suspension of 3-amino-5-fluorophenol (285 mg, 2.242 mmol), K2C03 (950 mg, 6.87 mmol) and Nal (35 mg, 0.233 mmol) in acetone (5 mL) and heated at reflux for 16 h. The mixture was partitioned between EtOAc (10 mL) and water (10 mL). The organic layer was separated washed with 20percentw/w NaCI solution (10 mL), dried (MgS04), filtered and evaporated. The crude product was purified by chromatography on silica gel (12 g column, 50percent EtOAc: isohexane to 100percent) to afford the sub-title compound (580 mg) as a pale yellow oil. 1 H NMR (400 MHz, DMSO-d6) delta 5.98 - 5.85 (m, 3H), 5.37 (s, 2H), 4.01 - 3.93 (m, 2H), 3.74 - 3.65 (m, 2H), 3.60 - 3.48 (m, 6H), 3.47 - 3.39 (m, 2H), 3.24 (s, 3H). LCMS m/z 274 (M+H)+ (ES+)
2.5 g With potassium carbonate; sodium iodide; In acetonitrile; at 60℃; for 18h; A mixture of <strong>[116632-23-6]3-bromo-5-nitrophenol</strong> (1.5 g, 6.88 mmol), 1-bromo-2-(2-(2-methoxyethoxy)-ethoxy)ethane (1.72 g, 7.57 mmol), sodium iodide (0.103 g, 0.688 mmol) and K2CO3 (2.85 g, 20.64 mmol) in MeCN (30 mL) was heated at 60° C. for 18 h. The mixture was cooled and partitioned between EtOAc (150 mL) and water (150 mL). The organic layer was separated, dried (MgSO4), filtered and evaporated under reduced pressure. The crude product was purified by chromatography on silica gel (40 g column, 0-50percent EtOAc/isohexane) to afford the sub-title compound (2.5 g) as an oil. 1H NMR (400 MHz; DMSO-d6) delta 7.97 (s, 1H), 7.72 (s, 1H), 7.41 (s, 1H), 4.22-4.19 (m, 2H), 3.90-3.87 (m, 2H), 3.74-3.54 (m, 8H), 3.38 (s, 3H).
2.5 g With potassium carbonate; sodium iodide; In acetonitrile; at 60℃; for 18h; A mixture of <strong>[116632-23-6]3-bromo-5-nitrophenol</strong> (1.5 g, 6.88 mmol), 1-bromo-2-(2-(2-methoxyethoxy)-ethoxy)ethane (1.72 g, 7.57 mmol), sodium iodide (0.103 g, 0.688 mmol) and K2003 (2.85 g,20.64 mmol) in MeCN (30 mL) was heated at 6000 for 18h. The mixture was cooled and partitioned between EtOAc (150 mL) and water (150 mL). The organic layer was separated, dried (MgSO4), filtered and evaporated under reduced pressure. The crude product was purified by chromatography on silica gel (40 g column, 0-50percent EtOAc/isohexane) to afford thesub-title compound (2.5 g) as an oil.1H NMR (400MHz; DMSO-d6) O 7.97 (5, 1H), 7.72 (5, 1H), 7.41 (5, 1H), 4.22-4.19 (m, 2H),3.90-3.87 (m, 2H), 3.74-3.54 (m, 8H), 3.38 (5, 3H).
  • 2
  • [ 639068-43-2 ]
  • [ 72593-77-2 ]
  • C18H36N2O5 [ No CAS ]
YieldReaction ConditionsOperation in experiment
With potassium carbonate; In water; at 120℃; for 1.5h;Microwave irradiation; A solution of potassium carbonate (1.4370 g, 10.40 mmol) in water (3 mL) was added to a mixture of l-N-/-Boc-3,5-dimethyl piperazine (0.6882 g, 3.21 mmol) and mPEG3- Br (0.8872 g, 3.91 mmol) in a vial. The resulting mixture was heated at 120 °C for 1.5 h by using microwave. The mixture was diluted with water, extracted with dichloromethane (3 x 30 mL). The combined organic solution was washed with brine, dried over brine, concentrated. The residue was dried under high vacuum. The residue was separated with flash column chromatography on silica gel column using 1-5percent methanol/dichloromethane, and NH-column using 0-5percent methanol/ dichloromethane to afford the intermediate.
 

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