Formaldehyde → HCID 59756938, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 5-methylthiochroman-4-one (1.00 g) in MeOH (20 ml) and water (4 ml) was admixed with 35% eq. formalin solution (4 ml) and potassium carbonate (100 mg). The reaction mixture was stirred at 40° C. for 2 h and then at RT for 2 h, the solvent was removed under reduced pressure and the residue was admixed with water. The aqueous solution was extracted repeatedly with EtOAc (3×50 ml), the combined organic phases were dried over sodium sulfate and the solvent was removed under reduced pressure. After column chromatography purification of the residue (silica gel, 1:1 cyclohexane/EtOAc), the desired product was obtained as a white solid (697 mg, 52% of theory, m.p. 138-142° C.).

Provenance & Evidence