2,2-Difluoro-2-(m-tolyl)ethanol → 1-{2-[(6-Bromohexyl)oxy]-1,1-difluoroethyl}-3-methylbenzene

HRID 1966632Notes

Reaction equation

HRID 1966632 reaction equation
[F:1][C:2]([F:12])([C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([CH3:11])[CH:6]=1)[CH2:3][OH:4].[Br:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19]OCC(F)(F)CCC1C=CC=CC=1>>[Br:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][O:4][CH2:3][C:2]([C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([CH3:11])[CH:6]=1)([F:12])[F:1]

Participants

3

Reactant 2

HCID 672459192,2-Difluoro-2-(m-tolyl)ethanolHCID 67246468{4-((6-Bromohexyl)oxy]-3,3-difluorobutyl}benzene

Product 1

HCID 672456761-{2-[(6-Bromohexyl)oxy]-1,1-difluoroethyl}-3-methylbenzeneYield 100%

Procedure

Obtained from Intermediate 29 (5.55 g, 32.2 mmol) by the procedure described in Intermediate 3. Purification by column chromatography with silica gel and n-hexane/ethyl acetate (from pure n-hexane to 10:1) as eluent gave the title compound (10.99 g, 100%) as oil.

Workup

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

Sources & evidence

ORD record
ord-23dccd221d8447d286de0950d6bbf68a
Source dataset
uspto-grants-2013_04
Patent number
US08420669B2

Reaction notes

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