2,4'-Dichloroacetophenone → 4-Chloro-alpha-(chloromethyl)benzenemethanol

HRID 258225

Reaction equation

HRID 258225 reaction equation
Br[CH2:2][C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[Cl:11])=[O:4].[Cl:12][CH2:13][C:14]([C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([Cl:22])[CH:17]=1)=[O:15].[Cl:23][CH2:24][C:25]([C:27]1[CH:32]=[CH:31][C:30]([Cl:33])=[CH:29][CH:28]=1)=[O:26]>>[Cl:12][CH2:2][CH:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[Cl:11])[OH:4].[Cl:12][CH2:13][CH:14]([C:16]1[CH:21]=[CH:20][CH:19]=[C:18]([Cl:22])[CH:17]=1)[OH:15].[Cl:23][CH2:24][CH:25]([C:27]1[CH:32]=[CH:31][C:30]([Cl:33])=[CH:29][CH:28]=1)[OH:26]

Participants

6

Reactant 3

HCID 702982,4'-DichloroacetophenoneHCID 168006Ethanone, 2-chloro-1-(3-chlorophenyl)-HCID 27357852-Bromo-2'-chloroacetophenone

Product 3

HCID 1108344-Chloro-alpha-(chloromethyl)benzenemethanolHCID 114695632-Chloro-1-(3-chloro-phenyl)-ethanolHCID 136342682-Chloro-1-(2-chlorophenyl)ethanol

Procedure

Bio-reaction and analysis were carried out in the same way as described in Example 2 except that as substrate was used 3.25 g each of 2-bromo-1-(2'-chlorophenyl) ethanone, 2-chloro-1-(3'-chlorophenyl) ethanone and 2-chloro-1-(4'-chlorophenyl) ethanone instead of 2-bromo-1-(3'-chlorophenyl) ethanone and as the reaction products (-)-2-chloro-1-(2'-chlorophenyl) ethanol, (-)-2-chloro-1-(3'-chlorophenyl) ethanol and (-)-2-chloro-1-(4'-chlorophenyl) ethanol were obtained respectively. The yields and physical properties of the respective reaction products were as shown in Table 4.

Sources & evidence

ORD record
ord-c8e1392a69634f7f926aace508c7f625
Source dataset
uspto-grants-1993_11
Patent number
US05266485

Linked notes

Loading…