Vinyl propanoate → (R)-2-bromo-1-(3-chlorophenyl)ethanol

HRID 357725

Reaction equation

HRID 357725 reaction equation
[Br:1][CH2:2][CH:3]([C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([Cl:11])[CH:6]=1)[OH:4].C(OC(=O)CC)(=O)CC.C(OC=C)(=O)CC>COC(C)(C)C>[Br:1][CH2:2][C@@H:3]([C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([Cl:11])[CH:6]=1)[OH:4]

Participants

5

Reactant 3

HCID 7750Vinyl propanoateHCID 31263Propionic anhydrideHCID 99646942-Bromo-1-(3-chlorophenyl)ethanol

Product 1

HCID 11075396(R)-2-bromo-1-(3-chlorophenyl)ethanol

Reagents, catalysts & solvents 1

HCID 15413tert-Butyl methyl etherSolvent

Procedure

To a mixture of 100 mg (0.4 mmol) of 2-bromo-1-(3-chlorophenyl)ethanol, 10 mg of Lipase QL (Meito Sangyo Co., Ltd.) and 39 mg (0.3 mmol) of propionic anhydride or 30 mg (0.36 mmol) of vinyl propionate as an acylating agent was added t-butyl methyl ether to make the total volume to 1 ml. These reaction mixtures were respectively allowed to undergo reaction at a temperature of 35° C. for 22 hours. The results are set forth in Table 4.

Workup

  1. customThese reaction mixtures
  2. customreaction at a temperature of 35° C. for 22 hours

Sources & evidence

ORD record
ord-dacd54e292724f31a131447cf2e7c5c5
Source dataset
uspto-grants-1998_11
Patent number
US05841001

Linked notes

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