Methanol → HCID 22908104, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 70 mg (0.19 mmol) of ethyl 4-(5,6,7,8-tetrahydro-5,5,8,8-tetramethylnaphthylthio)benzoate (Compound 1) in 4.0 mL of tetrahydrofuran was added 1.0 mL of LiOH (1.9N aqueous solution) and 1.5 mL of MeOH. The solution was heated at 55° C. for 3 h, cooled to room temperature and concentrated in vacuo. The residue was diluted with water and extracted with hexane. The aqueous layer was acidified to pH=l using 10% HCl and extracted twice with diethyl ether. The combined organic layers were washed with brine, dried (MgSO4), filtered and the solvents removed in vacuo. Purification of crude product by flash chromatography on silica gel (7:3/hexane:ethyl acetate) gave the title compound as a white solid (40 rag, 62%):

Provenance & Evidence