Triethylamine → HCID 15592117, compound

Participants

Reaction Steps

To a solution of 4-(2-oxo-3,5,7-cycloheptatrien-1-yl)-1-piperazine-ethanol (7.04 g, described in Example 7) in methylene chloride (100 ml), triethylamine (4.3 g) was added followed by the dropwise addition of 2,2-dimethylpropanoyl chloride. The resulting solution was allowed to stay at room temperature for 3 days, then washed with water, dried over sodium sulfate and evaporated. The residue was chromatographed twice on 250 g of silica gel with ethyl acetate to yield 3.5 g of the title compound. The title compound (3.0 g) was dissolved in acetone (15 ml) and a solution of maleic acid (1.16 g) in acetone (15 ml) was added. Diethyl ether (100 ml) was added to give the (Z)-2-butenedioate salt (2.5 g) of the title compound; mp 101°-102° C.; ir(mull) 2350, 1723, 1700 and 1545 cm-1 ; uv max(MeOH) 343 (ε=8040) and 251 nm(ε=12645); nmr(DMSO-d6 ) δ1.2 (m, 9H), 3.3 (m, 10H), 4.3 (m, 2H), 6.1 (s, 2H) and 6.95 (m, 5H); and Anal. Calcd for C18H26N2O3.C4H4O4 : C, 60.82% H, 6.96% N, 6.45% and Found: C, 60.74% H, 7.01% N, 6.16%.

Provenance & Evidence