Thiophenol → HCID 70629228, compound

Participants

Reaction Steps

Thiophenol (660 mg: 6 mmol) was added to a solution of potassium t-butoxide (650 mg: 6 mmol) in 5 ml of t-butyl alcohol. The mixture was stirred for 10 minutes. A solution of 2-oxo-bicyclo[3.1.0]hexane-1-carboxylic acid methyl ester of Preparation 2(924 mg, 6 mmol) in 2 ml of t-butyl alcohol was added to the mixture. After stirring the mixture at room temperature for about 30 minutes, most of the solvent was distilled off under reduced pressure. Ether was added to the residue and dilute hydrochloric acid was added to acidify the solution, and the ethereal solution was washed with a saturated aqueous solution of sodium chloride and was dried over anhydrous magnesium sulfate and was filtered. The solvent was distilled off under reduced pressure. The remaining crystals were recrystallized from ether and n-hexane to obtain 2-oxo-5-phenylthiomethyl-cyclopentenecarboxylic acid methyl ester as white crystals.

Provenance & Evidence