Methanol → Methyl 3-fluoro-4-hydroxybenzoate

HRID 230776Notes

Reaction equation

HRID 230776 reaction equation
O.[F:2][C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][C:11]=1[OH:12])[C:6]([OH:8])=[O:7].S(Cl)(Cl)=O.[CH3:17]O>>[F:2][C:3]1[CH:4]=[C:5]([C:6]([O:8][CH3:17])=[O:7])[CH:9]=[CH:10][C:11]=1[OH:12]

Participants

4

Reactant 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 689976153-Fluoro-4-hydroxybenzoic Acid Hydrate

Product 1

HCID 7019368Methyl 3-fluoro-4-hydroxybenzoate

Procedure

A commercial product, 3-fluoro-4-hydroxybenzoic acid hydrate (1.1 g) was dissolved in methanol (11 mL), and in an ice bath, thionyl chloride (0.77 mL) was added thereto, and heated under reflux for 2 hours. After the reaction, the reaction liquid was entirely concentrated to obtain the entitled compound (1.1 g).

Workup

  1. temperatureheated
  2. temperatureunder reflux for 2 hours
  3. customAfter the reaction
  4. customthe reaction liquid
  5. concentrationwas entirely concentrated

Sources & evidence

ORD record
ord-0c55f40b1b2240e18e4987df4a83cfdd
Source dataset
uspto-grants-2009_07
Patent number
US07566781B2

Reaction notes

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