Hydrochloric Acid → HCID 18467891, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of methyl-2-(4-fluorophenyl)-3-trimethylsilyl-2-tetrahydrofuroate (16 mg, 0.0541 mmol) in DMSO (0.5 ml) was added potassium t-butoxide (30 mg, 0.270 mmol). The resulting mixture was heated at 60° C. overnight. TLC showed reaction was complete. The reaction mixture was poured into HCl (1N) and extracted with ethyl acetate. The combined organic layer was dried over MgSO4 and concentrated. The residue was purified by preparative TLC eluting with methylene chloride/methanol/acetic acid=95:5:0.5 to give 2-(4-fluorophenyl)-2-tetrahydrofuroic acid (14 mg).

Provenance & Evidence