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

HRID 1810296Notes

Reaction equation

HRID 1810296 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-d6df3095331148b58a4c4cecca8e05b5
Source dataset
uspto-grants-2013_01
Patent number
US08362044B2

Reaction notes

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