Trifluoroacetic acid → HCID 19433125, compound

Participants

Reaction Steps

A solution of 3-(3-cyclopentyloxy-4-methoxyphenyl)-3-hydroxy-3,4,5,6-tetrahydro-2H-thiopyran (2 g; which is prepared as described in Example 7) methanol (175 mL) is treated with trifluoroacetic acid (0.5 mL) and the mixture is allowed to stand at room temperature overnight. The mixture is concentrated in vacuo, and it is then treated with diethyl ether (175 mL) and washed with saturated aqueous sodium bicarbonate solution (25 mL) and water (25 mL) and dried over magnesium sulphate. The solvent is removed and the resulting oily residue is subjected to flash chromatography on silica gel, using a mixture of pentane and ethyl acetate (9:1 v/v) as eluent, to give 3-(3-cyclopentyloxy-4-methoxyphenyl)-3-methoxy-3,4,5,6-tetrahydro-2H-thiopyran (1.16 g), in the form of a colorless oil.

Provenance & Evidence