4-Fluorobenzylic alcohol → 4-Fluorobenzoic Acid

HRID 13736

Reaction equation

HRID 13736 reaction equation
Br([O-])(=O)=[O:2].[Na+].[F:6][C:7]1[CH:14]=[CH:13][C:10]([CH2:11][OH:12])=[CH:9][CH:8]=1>C(#N)C.O>[F:6][C:7]1[CH:14]=[CH:13][C:10]([C:11]([OH:2])=[O:12])=[CH:9][CH:8]=1

Participants

4

Reactant 2

HCID 680224-Fluorobenzylic alcoholHCID 23668195Sodium Bromate

Product 1

HCID 99734-Fluorobenzoic AcidYield 89.7%

Reagents, catalysts & solvents 1

HCID 18373917Acetonitrile--water (1/1)Solvent

Procedure

The separated catalyst was added to a fresh batch of sodium bromate (0.3 g) and 4-fluorobenzyl alcohol (0.256 g, 2 mmol) in acetonitrile:water (1:1, 10 ml). The above procedure was repeated to give 4-fluorobenzoic acid as a white solid (0.25 g, 88%).

Sources & evidence

ORD record
ord-3613e9979b044dd4a9ed5815f48c5a94
Source dataset
uspto-grants-2010_06
Patent number
US07728159B2

Linked notes

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