Sodium borohydride → 1-(4-Bromophenyl)-2,2-difluoroethan-1-ol

HRID 2092697Notes

Reaction equation

HRID 2092697 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:12])[CH:9]([F:11])[F:10])=[CH:4][CH:3]=1.[BH4-].[Na+]>C1COCC1>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]([OH:12])[CH:9]([F:11])[F:10])=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 152713931-(4-Bromophenyl)-2,2-difluoroethan-1-one

Product 1

HCID 159422041-(4-Bromophenyl)-2,2-difluoroethan-1-ol

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The title compound was prepared from 1-(4-bromo-phenyl)-2,2-difluoro-ethanone (1.6 g) (for synthesis, e.g.: G. K. Prakash et al; Journal of Fluorine Chemistry; 112; 2001; p 357) by standard reduction with NaBH4 (0.515 g) in THF (20 ml) at RT and 2 h reaction time as colorless oil (1.23 g). MS (m/e)=236 [MH+].

Sources & evidence

ORD record
ord-b1fdee61653b4c5c9e7db3a6271252eb
Source dataset
uspto-grants-2013_05
Patent number
US08440710B2

Reaction notes

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