2-Furancarboxylic acid → HCID 11694247, compound

Participants

Reaction Steps

A mixture of 2-furoic acid (1.33 g, 11.9 mmol) and thionyl chloride (20 ml) was stirred at reflux for 2 hours. The mixture was evaporated and co-evaporated with toluene, 8-methyl-3,8-diaza-bicyclo[3.2.1]octane (1.5 g, 11.9 mmol) and 1,2-dimethoxyethane (40 ml) was added and was stirred at room temperature for 15 hours. Aqueous sodium hydroxide (50 ml, 1M) was added and the mixture was extracted twice with dichloromethane (2×40 ml). Chromatography on silica gel with dichloromethane, 10% methanol and 1% aqueous ammonia as solvent gave the title compound as a solid. Mp. 106° C. Yield 1.41 g (54%).

Provenance & Evidence