Trimethyl orthoformate → 2-(1,1-Dimethoxyethyl)-3-phenylthiophene

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Reaction Steps

1-(4-Phenylthiophen-2-yl)ethanone (1.33 g, 6.57 mmol) was dissolved in MeOH and treated with trimethylorthoformate (1.44 mL, 13.2 mmol) and p-toluenesulfonic acid monohydrate (0.050 g). The resulting solution was stirred at ambient temperature for 16 h at which time the solution was partitioned between Et2O and saturated aqueous NaHCO3 solution. The organic phase was separated and washed with two portions of water and three portions of brine, then dried over Na2SO4 and concentrated in vacuo. The resulting white semi-solid was used without further purification. MS (M+H)+ 249.

Provenance & Evidence