1-(4-Phenylbutoxy)hept-6-en-3-ol → 1-(2,2-Difluoro-2-phenylethoxy)hept-6-en-3-ol

HRID 885560Notes

Reaction equation

HRID 885560 reaction equation
[F:1][C:2]([F:15])([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[CH2:3][O:4][CH2:5][CH2:6][CH:7]=[O:8].[C:16]1(CCCCOCCC(O)CCC=C)[CH:21]=CC=[CH:18][CH:17]=1>>[F:1][C:2]([F:15])([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)[CH2:3][O:4][CH2:5][CH2:6][CH:7]([OH:8])[CH2:18][CH2:17][CH:16]=[CH2:21]

Participants

3

Reactant 2

HCID 672444321-(4-Phenylbutoxy)hept-6-en-3-olHCID 866583133-(2,2-Difluoro-2-phenylethoxy)propanal

Product 1

HCID 672453981-(2,2-Difluoro-2-phenylethoxy)hept-6-en-3-olYield 53%

Procedure

Obtained from Intermediate 82 (1.86 g, 8.7 mmol) by the procedure described in Intermediate 14. Purification by column chromatography with silica gel eluting with ethyl acetate/n-hexane (1:6) gave the title compound (1.24 g, 53%) as oil.

Workup

  1. customPurification by column chromatography with silica gel eluting with ethyl acetate/n-hexane (1:6)

Sources & evidence

ORD record
ord-f715de7b19b54e01b7feab6f8bf201a3
Source dataset
uspto-grants-2012_08
Patent number
US08242177B2

Reaction notes

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