2-Bromo-5-nitrobenzoic acid → (2-Bromo-5-nitrophenyl)methanol

HRID 1919969Notes

Reaction equation

HRID 1919969 reaction equation
[Br:1][C:2]1[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[CH:7][C:3]=1[C:4](O)=[O:5].O1CCCC1.B>>[Br:1][C:2]1[CH:10]=[CH:9][C:8]([N+:11]([O-:13])=[O:12])=[CH:7][C:3]=1[CH2:4][OH:5]

Participants

3

Reactant 2

HCID 2430252-Bromo-5-nitrobenzoic acidHCID 2723981Borane;tetrahydrofuran

Product 1

HCID 18671373(2-Bromo-5-nitrophenyl)methanol

Procedure

To 2-bromo-5-nitrobenzoic acid (5 g, 20 mmol) at 0 C. was added borane tetrahydrofuran complex (1M in THF; 200 mL, 200 mmol), and the reaction was stirred at room temperature overnight. The mixture was quenched with 1N aqueous HCl to give the title compound.

Workup

  1. customThe mixture was quenched with 1N aqueous HCl

Sources & evidence

ORD record
ord-5d3b4c17d22548a696ac0739caa1b462
Source dataset
uspto-grants-2012_05
Patent number
US08168678B2

Reaction notes

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