2,2-Difluoro-4-phenylbutan-1-ol → 4,4,5,5-Tetrafluoro-6-(3-phenylpropoxy)hexan-1-ol

HRID 1966640Notes

Reaction equation

HRID 1966640 reaction equation
[F:1][C:2]([F:24])([C:10]([F:23])([F:22])[CH2:11][O:12][CH2:13][CH2:14][CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[CH2:3][CH2:4][C:5](OCC)=[O:6].FC(F)(CCC1C=CC=CC=1)CO>>[F:1][C:2]([F:24])([C:10]([F:22])([F:23])[CH2:11][O:12][CH2:13][CH2:14][CH2:15][C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1)[CH2:3][CH2:4][CH2:5][OH:6]

Participants

3

Reactant 2

HCID 184257752,2-Difluoro-4-phenylbutan-1-olHCID 86658312Ethyl 4,4,5,5-tetrafluoro-6-(3-phenylpropoxy)hexanoate

Product 1

HCID 866583114,4,5,5-Tetrafluoro-6-(3-phenylpropoxy)hexan-1-olYield 82%

Procedure

Obtained from Intermediate 40 (1.0 g, 2.85 mmol) by the procedure described in Intermediate 2. Purification by column chromatography with silica gel and n-hexane/ethyl acetate (from 10:1 to 5:1) as eluent gave the title compound (0.68 g, 82%) as oil.

Workup

  1. customPurification by column chromatography with silica gel and n-hexane/ethyl acetate (from 10:1 to 5:1) as eluent

Sources & evidence

ORD record
ord-617411e14a584288a477dd57c4e966b6
Source dataset
uspto-grants-2013_04
Patent number
US08420669B2

Reaction notes

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