p-Toluenesulfonic acid monohydrate → Methyl 2-[4-(1-methylethyl)phenyl]-4-thiazoleacetate

Participants

Reaction Steps

A solution of 6.9 g (26.4 mmol) of [2-(4-isopropyl-phenyl)-thiazol-4-yl]-acetic acid and 0.5 g of p-toluenesulfonic acid mono-hydrate (catalyst) in 70 ml of methanol and 5 ml of trimethyl orthoformate was heated at reflux for 5 hours. After neutralization with aqueous sodium bicarbonate solution, evaporation of the solvents, extraction of the residue with tert-butyl methyl ether, drying over anhydrous sodium sulfate and evaporation of the solvent, 6.4 g (88% of theory) of [2-(4-isopropyl-phenyl)-thiazol-4-yl]-acetic acid methyl ester were obtained as light brown oil.

Provenance & Evidence