2,2-Difluoro-3-phenylpropan-1-ol → 6-Bromohexyl 2,2-difluoro-3-phenylpropyl ether

HRID 885565Notes

Reaction equation

HRID 885565 reaction equation
[F:1][C:2]([F:12])([CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[CH2:3][OH:4].[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])([CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[CH2:3][O:4][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][Br:13]

Participants

3

Reactant 2

HCID 575770712,2-Difluoro-3-phenylpropan-1-olHCID 672453841-(2-[(6-Bromohexyl)oxy]-1,1-difluoroethyl)-3-methoxybenzene

Product 1

HCID 672448156-Bromohexyl 2,2-difluoro-3-phenylpropyl etherYield 36%

Procedure

Obtained from Intermediate 91 (0.75 g, 4.36 mmol) by the procedure described in Intermediate 69. Purification by column chromatography with silica gel eluting with n-hexane/ethyl acetate (from pure n-hexane to 40:1) gave the title compound (0.53 g, 36%) as oil.

Workup

  1. customPurification by column chromatography with silica gel eluting with n-hexane/ethyl acetate (from pure n-hexane to 40:1)

Sources & evidence

ORD record
ord-5b1de8058e12463194668f72b7064b14
Source dataset
uspto-grants-2012_08
Patent number
US08242177B2

Reaction notes

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