Hydrochloric Acid → 4-Fluoro-1-hydroxycyclohex-3-ene-1-carboxylic acid

Participants

Reaction Steps

Benzyl 4-fluoro-1-hydroxycyclohex-3-ene-1-carboxylate (0.554 g, 2.21 mmol) was dissolved in 27.5 mL of a 4:1 solution of THF:deionized water. A solution of 1 N NaOH was added to the reaction mixture. After stirring for 1.5 hours, the reaction mixture was acidified with 6 N HCl and extracted with EtOAc three times. The organic extracts were combined, washed with water, dried over sodium sulfate, filtered and concentrated to give 4-fluoro-1-hydroxycyclohex-3-ene-1-carboxylic acid as an oil.

Provenance & Evidence