2-Chloro-1-(4-methylphenyl)ethan-1-one → 2-Chloro-1-(4-methylphenyl)ethan-1-ol

HRID 258227Notes

Reaction equation

HRID 258227 reaction equation
ClCC(C1C=CC=CC=1C)=O.ClCC(C1C=CC=C(C)C=1)=O.[Cl:23][CH2:24][C:25]([C:27]1[CH:32]=[CH:31][C:30]([CH3:33])=[CH:29][CH:28]=1)=[O:26].ClCC(C1C=CC=CC=1C)O.ClCC(C1C=CC=C(C)C=1)O>>[Cl:23][CH2:24][CH:25]([C:27]1[CH:32]=[CH:31][C:30]([CH3:33])=[CH:29][CH:28]=1)[OH:26]

Participants

6

Reactant 5

HCID 2378052-Chloro-1-(4-methylphenyl)ethan-1-oneHCID 137366742-Chloro-1-(m-tolyl)ethanolHCID 190708072-Chloro-1-(2-methylphenyl)ethan-1-oneHCID 222488212-Chloro-1-(3-methylphenyl)ethanoneHCID 226215762-Chloro-1-(2-methylphenyl)ethanol

Product 1

HCID 123004182-Chloro-1-(4-methylphenyl)ethan-1-ol

Procedure

Cultivation, reaction and purification were carried out in the same way as described in Example 9 except that 2-chloro-1-(2'-methylphenyl) ethanone, 2-chloro-1-(3'-methylphenyl) ethanone, 2-chloro-1-(4'-methylphenyl) ethanone were used as substrate, and (-)-2-chloro-1-(2'-methylphenyl) ethanol, (-)-2-chloro-1-(3'-methylphenyl) ethanol, (-)-2-chloro-1-(4'-methylphenyl) ethanol were obtained. The yield, specific rotation and optical purity determined by high-performance liquid chromatography were shown in Table 6.

Workup

  1. customCultivation, reaction and purification

Sources & evidence

ORD record
ord-ec896a0080ac4289a57f1677af505f47
Source dataset
uspto-grants-1993_11
Patent number
US05266485

Reaction notes

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