2-(Dimethylamino)ethanol → HCID 21419736, compound

Participants

Reaction Steps

1.0 G. of 2-chlorocarbonyl-9-chloro-5-oxo-5H-dibenzo[a,d]cycloheptene, as prepared in Example VIII, is dissolved in 10 ml. of anhydrous tetrahydrofuran with stirring, and treated with 2 ml. of dimethylethanolamine. After the solution is stirred for 16 hours, it is evaporated. The residue is partitioned between ether and dilute hydrochloric acid. The aqueous layer is basified with aqueous ammonia and extracted with ethyl acetate. This solution is evaporated and the residue chromatographed on silica gel, eluting with 10:90:1 methanol:chloroform:triethylamine, to afford the β-N,N-dimethylaminoethyl ester of 2-carboxy-9-chloro-5-oxo-5H-dibenzo[a,d]cycloheptene as an oil.

Provenance & Evidence