Isopropanol → HCID 67826703, compound

Participants

Reaction Steps

A mixture of benzyl-4-[3-(N-methyl-N-isopropylamino)-propoxy]benzoate hydrogen chloride (300 mg), isopropyl alcohol (20 ml) and a catalyst of palladium on carbon (10% w/w, 30 mg) was hydrogenated at ambient temperature and pressure for 16 hours. Ethanol was then added to dissolve precipitated product and the mixture was then filtered to remove inorganic material. The filtrate was evaporated to give 4-[3-(N-methyl-N-isopropylamino)propoxy]benzoic acid hydrogen chloride as a solid (172 mg), m.p. 167.8° C.; microanalysis, found: C, 56.2; H, 7.40; H, 4.70; N, 4.70%, C14H21NO3. HCl 0.6H2O requires C, 56.3; H, 7.87; N, 4.63%; NMR([CD3 ]2SO): 1.2-1.35(6H,q), 2.1-2.4(2H,m), 2.6-2.7(3H,d), 3.0-3.65(3H,m), 4.1-4.2(2H,t). 7.0-7.1(2H,d), 7.85-7.95(2H,d) and 10.5-10.8(1H, br s); m/z 252 (M+H).

Provenance & Evidence