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Chemical Structure| 768-03-6 Chemical Structure| 768-03-6
Chemical Structure| 768-03-6

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CAS No.: 768-03-6

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Product Details of 3-Oxo-3-phenylpropene

CAS No. :768-03-6
Formula : C9H8O
M.W : 132.16
SMILES Code : C=CC(=O)C1=CC=CC=C1
MDL No. :MFCD00457275
InChI Key :KUIZKZHDMPERHR-UHFFFAOYSA-N
Pubchem ID :13028

Safety of 3-Oxo-3-phenylpropene

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H227-H302-H315-H319-H332-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of 3-Oxo-3-phenylpropene

* 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 [ 768-03-6 ]

[ 768-03-6 ] Synthesis Path-Downstream   1~8

  • 1
  • [ 13417-49-7 ]
  • [ 768-03-6 ]
  • [ 77342-62-2 ]
  • 2
  • [ 5117-87-3 ]
  • [ 768-03-6 ]
  • 1-Amino-6-benzoyl-3-methyl-4-(3-oxo-3-phenyl-propyl)-7-oxa-bicyclo[2.2.1]hept-2-ene-2-carbonitrile [ No CAS ]
  • 3
  • [ 768-03-6 ]
  • [ 1186-73-8 ]
  • [ 97427-61-7 ]
  • 4
  • [ 78603-91-5 ]
  • [ 768-03-6 ]
  • [ 410096-18-3 ]
  • 5
  • [ 1593-60-8 ]
  • [ 768-03-6 ]
  • [ 1377814-01-1 ]
  • 6
  • [ 768-03-6 ]
  • [ 613-87-6 ]
YieldReaction ConditionsOperation in experiment
79% With formic acid; C30H31ClN2O2RuS; triethylamine; at 60℃; for 1.5h;Inert atmosphere; This compound is known [17]. From 3-chloropropiophenone 13: A degassed solution of 3-chloropropiophenone (170 mg, 1.01 mmol, 1.0 eq) and (S,S)-2 (3.1 mg, 0.005 mmol, 0.5%) in FA/TEA (5:2, 0.5 mL) was stirred at 60 C for 1.5 h. The mixture was diluted with ethyl acetate (5 mL) and quenched with NaHCO3 (sat., 5 mL), the aqueous layer was extracted further with ethyl acetate (2 5 mL) and the organic extracts dried over Na2SO4 and concentrated to give a brown oil. The crude was dissolved in diethyl ether and passed through a silica plug to yield the product 14 as a red oil (123 mg, 0.97 mmol, 96%) in 100% conv and 95% ee as measured by GC. [α]D22 -43.5 (c 0.35 in CHCl3); lit [17] [α]D22 -43.6 (S) (c 1.0 in CHCl3); δH (300 MHz, CDCl3) 7.29-7.15 (5H, m, Ph), 4.49 (1H, dt, J = 3.2, 6.6 Hz, CHOH), 1.85 (1H, brs, OH), 1.78-1.57 (2H, m, CH2), 0.82 (3H, t, J = 7.4 Hz, CH3); δC (75 MHz, CDCl3) 143.9, 127.8, 126.9, 125.4, 75.4, 31.3, 9.5; Chiral GC; (CP-Chirasil-Dex-Cβ, 25 m 0.25 mm x 0.25 μm column, oven: hold 12 min at 125 C, then ramp 1 C/min, final temp 145 C, inj.: split 220 C, det.: FID 250 C, 18 Psi He), retention times: 11.2 (R) and 11.4 (S) minutes. From phenyl vinyl ketone 15: Compound 14 could also be prepared with 100% conversion and 95% ee with the same method, starting from 15 (prepared by elimination of HCl from 3-chloropropriophenone [18], 126 mg, 0.95 mmol, 1 eq), (S,S)-2 catalyst (3.5 mg, 0.006 mmol, 0.5%) and FA/TEA (5:2, 0.5 mL). The product was isolated as a clear oil (103 mg, 0.76 mmol, 79%). Attempted reduction of 1-phenylprop-2-en-1-ol 17. Application of the same method to commercially available α-vinylbenzyl alcohol 17 (134 mg) and (S,S)-2 catalyst (3.3 mg, 5 μmol, 0.5%) in FA/TEA (5:2. 0.5 mL) gave no reaction in 1.5 h at 60 C.
  • 7
  • [ 19063-55-9 ]
  • [ 42201-84-3 ]
  • [ 768-03-6 ]
  • ethyl 2-(6-bromo-2-oxo-3-(3-oxo-3-phenylpropyl)chroman-4-yl)acetate [ No CAS ]
  • 8
  • [ 19063-56-0 ]
  • [ 42201-84-3 ]
  • [ 768-03-6 ]
  • ethyl 2-(7-bromo-2-oxo-3-(3-oxo-3-phenylpropyl)chroman-4-yl)acetate [ No CAS ]
 

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