Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) → HCID 54389298, compound

Participants

Reaction Conditions

Reaction Steps

A solution of rac-2,2-dimethylbutanoic acid [3-methyl-2-[3-(2-tetrahydropyranyloxy)-1-propynyl]phenyl]methyl ester (2 g) and pyridinium p-toluenesulfonate in ethanol (30 mL) was stirred and heated in an oil bath maintained at 55° C. for 3.5 hours then the solvent was evaporated and the residue triturated with diethyl ether. After a small amount of pyridinium p-toluenesulfonate was Filtered off, the filtrate was evaporated and the residual oil was purified by HPLC (diethyl ether-hexane; 1:3) to furnish 1.38 g of 2,2-dimethylbutanoic acid [2-(3-hydroxy-1-propynyl)-3-methylphenyl]methyl ester as a colorless oil.

Provenance & Evidence