Methanol → HCID 18324374, compound

Participants

Reaction Steps

Sulphuryl chloride (4.4 ml) was carefully added to a solution of 4-hydroxy-2-(4-fluorophenyl)benzoic acid (20.8 g, 0.0896 mol) (from Example 32) in methanol (220 ml) and the mixture heated at reflux for 16 hours. The solvent was removed under reduced pressure and the residue partitioned between ethyl acetate and aqueous NaHCO3 (pH ˜8). The organic phase was washed with water, brine, dried (MgSO4), filtered and evaporated to give a sticky brown solid which, on trituration with isohexane, gave methyl 4-hydroxy-2-(4-fluorophenyl)benzoate (14.34 g, 65% yield).

Provenance & Evidence