Methyl 4-bromo-5-fluoro-2-hydroxybenzoate → 5-Bromo-4-fluoro-2-(hydroxymethyl)phenol

HRID 452464Notes

Reaction equation

HRID 452464 reaction equation
[Br:1][C:2]1[C:11]([F:12])=[CH:10][C:5]([C:6](OC)=[O:7])=[C:4]([OH:13])[CH:3]=1>C1COCC1>[Br:1][C:2]1[C:11]([F:12])=[CH:10][C:5]([CH2:6][OH:7])=[C:4]([OH:13])[CH:3]=1

Participants

3

Reactant 1

HCID 66887268Methyl 4-bromo-5-fluoro-2-hydroxybenzoate

Product 1

HCID 671560275-Bromo-4-fluoro-2-(hydroxymethyl)phenol

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Preparation according to Preparation 21, using methyl 4-bromo-5-fluoro-2-hydroxybenzoate (2.1 g, 8.4 mmol), borane tetrahydrofuran complex (31.0 ml, 31.0 mmol) and dry THF. Yield: 3.3 g (not pure). ESIMS: m/z 221 (M+H)+, 219 (M+H)+.

Workup

  1. customPreparation
  2. customaccording to Preparation 21

Sources & evidence

ORD record
ord-d440b9dd68c9435483e88b2a7a1d81b5
Source dataset
uspto-grants-2013_07
Patent number
US08492372B2

Reaction notes

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