Hydrochloric Acid → HCID 18924114, compound

Participants

Reaction Steps

To a solution of ethyl 4-[4-[3-(4-dimethylaminopyrid-3-yl)propyloxy]phenoxy]butyrate (160 mg) in methanol (10 ml) was added sodium hydroxide solution (2.0 ml of 1.0M) and the solution left until all starting ester had disappeared (Tlc). The reaction mixture was neutralised with hydrochloric acid (2.0 ml) of 1.0M) and evaporated in vacuo. A small amount (5 ml) of water was added and the resulting solution extracted with dichloromethane (3×15 ml). The organic extracts were combined, dried (PS paper) and evaporated to yield the title compound as colourless prisms, (90 mg) m.p. 106°-108° C. (from ethyl acetate); NMR (d6DMSO) δ 1.8-2.1(2H,q;2H,q); 2.4(2H,t); 2.8(2H,t;6H,s); 3.9(2H,t;2H,t); 6.8(5H,m); 8.2(2H,d); m/e 359 (M+H)+ ; calculated for C20 H26N2O4 : C,67.0;H,7.3;N, 7.8; found: C,67.1;H,7.6;N, 7.7%.

Provenance & Evidence