Diethyl Oxalate → HCID 131720351, compound

Participants

Reaction Steps

8.04 g (30 mmol) 4-acetyl-6,11-dihydro-3-hydroxydibenz[b,e]oxepin-11-one is added to a solution of 4.14 g (180 mmol) sodium in 250 ml ethanol, it is heated for 10 minutes to reflux, cooled to room temperature, admixed with 14.6 g (100 mmol) diethyl oxalate, heated for 90 minutes to reflux, allowed to cool and filtered. The precipitate is taken up in 100 ml ethanol, the suspension is saturated with hydrogen chloride and subsequently heated for 1 hour to 50° C. After cooling it is poured onto ice and filtered. 7.8 g of the title compound (74% of theory) of melting point 178°-180° C. (from ethanol) remain.

Provenance & Evidence