Sodium borohydride → (4-bromopyridin-3-yl)methanol

HRID 2242108Notes

Reaction equation

HRID 2242108 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][N:5]=[CH:4][C:3]=1[CH:8]=[O:9].[BH4-].[Na+]>C(O)C.C(OCC)(=O)C>[Br:1][C:2]1[CH:7]=[CH:6][N:5]=[CH:4][C:3]=1[CH2:8][OH:9]

Participants

5

Reactant 2

HCID 4311764Sodium borohydrideHCID 111167404-Bromopyridine-3-carbaldehyde

Product 1

HCID 435086(4-bromopyridin-3-yl)methanol

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

4-Bromo-pyridine-3-carbaldehyde (240 mg) in ethanol (10 mL) at 0° C. was treated with sodium borohydride (139 mg) for 30 min. The reaction mixture was then diluted with ethyl acetate and washed with aqueous ammonium chloride and brine to yield (4-bromo-pyridin-3-yl)-methanol as a white solid.

Workup

  1. washwashed with aqueous ammonium chloride and brine

Sources & evidence

ORD record
ord-aef0f07cc03049b89750b81fd72b0811
Source dataset
uspto-grants-2010_03
Patent number
US07671065B2

Reaction notes

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