1-(2,2-Difluoro-2-phenylethoxy)hept-6-en-3-ol → 1-(2,2-Difluoro-2-phenylethoxy)hept-6-en-3-one

HRID 885561Notes

Reaction equation

HRID 885561 reaction equation
[F:1][C:2]([F:19])([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[CH2:3][O:4][CH2:5][CH2:6][CH:7]([OH:12])[CH2:8][CH2:9][CH:10]=[CH2:11].C1(CCCCOCCC=O)C=CC=CC=1>>[F:1][C:2]([F:19])([C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1)[CH2:3][O:4][CH2:5][CH2:6][C:7](=[O:12])[CH2:8][CH2:9][CH:10]=[CH2:11]

Participants

3

Reactant 2

HCID 672453981-(2,2-Difluoro-2-phenylethoxy)hept-6-en-3-olHCID 866583073-(4-Phenylbutoxy)propionaldehyde

Product 1

HCID 672468121-(2,2-Difluoro-2-phenylethoxy)hept-6-en-3-oneYield 43%

Procedure

Obtained from Intermediate 83 (4.3 g, 15.8 mmol) by the procedure described in Intermediate 13. Purification by column chromatography with silica gel eluting with ethyl acetate/n-hexane (1:5) gave the title compound (1.82 g, 43%) as oil.

Workup

  1. customPurification by column chromatography with silica gel eluting with ethyl acetate/n-hexane (1:5)

Sources & evidence

ORD record
ord-fd9644f7591b4e9db7bb65c85ae0acba
Source dataset
uspto-grants-2012_08
Patent number
US08242177B2

Reaction notes

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