Methanol → Methyl 2-fluoro-4-methylbenzoate

HRID 2103433Notes

Reaction equation

HRID 2103433 reaction equation
[F:1][C:2]1[CH:10]=[C:9]([CH3:11])[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].S(Cl)(Cl)=O.[CH3:16]O>>[CH3:16][O:5][C:4](=[O:6])[C:3]1[CH:7]=[CH:8][C:9]([CH3:11])=[CH:10][C:2]=1[F:1]

Participants

4

Reactant 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 27361452-Fluoro-4-methylbenzoic acid

Product 1

HCID 18759805Methyl 2-fluoro-4-methylbenzoate

Procedure

To a solution of 2-fluoro-4-methyl-benzoic acid (1.1 g, 7.13 mmol) in methanol (20 mL) add thionyl chloride (1.02 g, 8.56 mmol). Stir the resulting mixture overnight then concentrate under vacuum to give the title compound (1.2 g) as a white solid.

Workup

  1. concentrationthen concentrate under vacuum

Sources & evidence

ORD record
ord-da234380c63c44e486a19c0391a20831
Source dataset
uspto-grants-2009_08
Patent number
US07576109B2

Reaction notes

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