3,3-Difluoro-3-phenylpropan-1-ol → 6-Bromohexyl 3,3-difluoro-3-phenylpropyl ether

HRID 1966656Notes

Reaction equation

HRID 1966656 reaction equation
[F:1][C:2]([F:12])([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[CH2:3][CH2:4][OH:5].[Br:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19]OCC(C1C=CC=C(OC)C=1)(F)F>>[F:1][C:2]([F:12])([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[CH2:3][CH2:4][O:5][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][Br:13]

Participants

3

Reactant 2

HCID 575770823,3-Difluoro-3-phenylpropan-1-olHCID 672453841-(2-[(6-Bromohexyl)oxy]-1,1-difluoroethyl)-3-methoxybenzene

Product 1

HCID 672462646-Bromohexyl 3,3-difluoro-3-phenylpropyl ether

Procedure

Obtained from Intermediate 77 (0.41 g, 0.83 mmol) by the procedure described in Intermediate 69. The resulting oil was purified by column chromatography with silica gel eluting with n-hexane/ethyl acetate (from pure n-hexane to 9:1) to give the title compound (0.85 g of 66% purity, 64%) as oil.

Workup

  1. customThe resulting oil was purified by column chromatography with silica gel eluting with n-hexane/ethyl acetate (from pure n-hexane to 9:1)

Sources & evidence

ORD record
ord-327ada8af73d46c89f07d28a7c1daf92
Source dataset
uspto-grants-2013_04
Patent number
US08420669B2

Reaction notes

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