Methanol → Methyl 2-fluoro-4-hydroxybenzoate

HRID 1888758Notes

Reaction equation

HRID 1888758 reaction equation
[F:1][C:2]1[CH:10]=[C:9]([OH:11])[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].S(=O)(=O)(O)O.[CH3:17]O>>[F:1][C:2]1[CH:10]=[C:9]([OH:11])[CH:8]=[CH:7][C:3]=1[C:4]([O:6][CH3:17])=[O:5]

Participants

4

Reactant 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 27833982-Fluoro-4-hydroxybenzoic Acid

Product 1

HCID 22463192Methyl 2-fluoro-4-hydroxybenzoateYield 94%

Conditions

Temperature
90 °C

Procedure

A solution of 2-fluoro-4-hydroxybenzoic acid (50.0 g, 294 mmol) and conc. sulfuric acid (10 mL) in methanol (700 mL) was stirred under heating at 90° C. for 16 hr. The reaction solution was concentrated, and the resulting colorless crystals were washed with water and dried to give the title compound (51 g, yield 94%) as colorless crystals.

Workup

  1. concentrationThe reaction solution was concentrated
  2. washthe resulting colorless crystals were washed with water
  3. customdried

Sources & evidence

ORD record
ord-4faae7d533154d8696457bfaae95baef
Source dataset
uspto-grants-2013_08
Patent number
US08501804B2

Reaction notes

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