2,2',4'-Trichloroacetophenone → 2-Chloro-1-(2,5-dichlorophenyl)ethan-1-ol

HRID 258226

Reaction equation

HRID 258226 reaction equation
ClCC(C1C=CC(Cl)=CC=1Cl)=O.ClCC(C1C=CC(Cl)=C(Cl)C=1)=O.[Cl:25][CH2:26][C:27]([C:29]1[CH:34]=[C:33]([Cl:35])[CH:32]=[CH:31][C:30]=1[Cl:36])=[O:28].ClCC(C1C=CC(Cl)=CC=1Cl)O.ClCC(C1C=CC(Cl)=C(Cl)C=1)O>>[Cl:25][CH2:26][CH:27]([C:29]1[CH:34]=[C:33]([Cl:35])[CH:32]=[CH:31][C:30]=1[Cl:36])[OH:28]

Participants

6

Reactant 5

HCID 202502,2',4'-TrichloroacetophenoneHCID 943512,4-Dichloro-alpha-(chloromethyl)benzenemethanolHCID 3161882-Chloro-1-(3,4-dichlorophenyl)ethan-1-oneHCID 21132922-Chloro-1-(2,5-dichlorophenyl)ethanoneHCID 122912922-Chloro-1-(3,4-dichloro-phenyl)-ethanol

Product 1

HCID 122912932-Chloro-1-(2,5-dichlorophenyl)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', 4'-dichlorophenyl) ethanon, 2-chloro-1-(3', 4'-dichlorophenyl) ethanone, 2-chloro-1-(2', 5'-dichlorophenyl) ethanone were used as substrate, and (-)-2-chloro-1-(2', 4'-dichlorophenyl) ethanol, (-)-2-chloro-1-(3', 4'-dichlorophenyl) ethanol, (-)-2-chloro-1-(2', 5'-dichlorophenyl) ethanol was 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-6e0b950ca30e49deaa136a75d3dd2b19
Source dataset
uspto-grants-1993_11
Patent number
US05266485

Linked notes

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