Water → 2-(4-Hydroxy-3-methylphenyl)-2-methyl-1-{3-methyl-5-[4-(trifluoromethyl)phenyl]thien-2-yl}propan-1-one

Participants

Reaction Conditions

Reaction Steps

To 2-(4-methoxy-3-methylphenyl)-2-methyl-1-{3-methyl-5-[4-(trifluoromethyl)phenyl]thien-2-yl}propan-1-one (intermediate 104, 0.35 g) in a pressure vessel was added pyridine hydrochloride (10 g), the vessel was sealed and heated to 150° C. for 72 hours. The reaction vessel was then allowed to cool to room temperature and the solid residue partioned between water and CH2Cl2, the aqueous extract was further extracted CH2Cl2. The combined organic extracts were dried (Na2SO4), filtered and evaporated to yield a brown oil. Purification by flash column chromatography eluting with 1% EtOAc/cyclohexane yielded the title compound as a pale yellow oil.

Provenance & Evidence