Isopropenyl acetate → (+)-Styrallyl acetate

HRID 1371233

Reaction equation

HRID 1371233 reaction equation
C(O[C:5]1[CH:10]=[CH:9][C:8](Cl)=[CH:7][CH:6]=1)(=O)C.[C:12]([O:15][C:16](C)=[CH2:17])(=[O:14])[CH3:13]>>[C:12]([O:15][C@@H:16]([C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][CH:10]=1)[CH3:17])(=[O:14])[CH3:13]

Participants

3

Reactant 2

HCID 7916Isopropenyl acetateHCID 134104-Chlorophenyl Acetate

Product 1

HCID 6951704(+)-Styrallyl acetateYield 95%

Procedure

The procedure of Example 1 was repeated except that 3 molar equivalents of p-chlorophenyl acetate (a conventional acylating agent) was used in place of isopropenyl acetate in the presence of three times the amount of the enzyme catalyst used in Example 1 over a reaction period of 42 hours, to obtain (R)-1-phenylethyl acetate having an optical purity of higher than 99%, at a yield of 95%.

Workup

  1. customused in Example 1 over a reaction period of 42 hours

Sources & evidence

ORD record
ord-1bc0273f6d9e4898b5a2d888224182f6
Source dataset
uspto-grants-2007_01
Patent number
US07156731B2

Linked notes

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