Carbon Dioxide → Ethyl 4-(2-bromoethoxy)benzoate

Participants

Reaction Steps

A solution of 68 g of 4-(2-bromethoxy)-benzonitrile in 500 ml of absolute ether and 50 ml of absolute ethanol was saturated with dry hydrogen chloride while cooling with ice. After standing for three days in the refrigerator the precipitated hydrochloride of the imino ether was suctionfiltered, suspended in water/ether and NaHCO3 was added while stirring until the development of CO2 was finished. The organic phase was dried with MgSO4 and the solvent was evaporated under reduced pressure. 100 ml of absolute ethanol and 3 ml of concentrated sulfuric acid were added to the residue and the whole was heated to the boiling point for 1 hour.

Provenance & Evidence