HCID 14835579, compound → HCID 23035271, compound

Participants

Reaction Steps

A solution of 9 (5.5 g, 19 mmoles) in EtOH (55 ml) containing PtO2 (300 mg) was reduced (9 Atm, 25° C.) in a steel bomb for 10 hours. The catalyst was filtered and the solvent was evaporated to dryness. The residue was chromatographed [Silica gel: 120 g; eluent CHCH2Cl3 /EtOAc (95/5)] to give pure 11 (4.3 g, 80%) mp 60° C. (Calc. for C16H21NO4 : C 65.96; H 7.27; N 4.81 Found C 65.76; H 7.55; N 4.82) 1H NMR (CDCl3) δ=1.2 (6H, 2 overlapped t, J=7 Hz) 1.8-2.2 (2H, m) 2.3-2.7 (1H, m) 2.8-3.05 (2H, m) 3.2-3.7 (1H, m) 3.8-4.3 (5H, 2 overlapped q, J=7 Hz) 7.1 (4H, s). IR (CHCl3) 2980 (m) 2930 (m) 1725 (s) 1690 (s) 1610 (w) 1590 (w) 1490 (w) 1440 (w) 1410 (w) 1385 (w) 1310 (m). Mass spectrum m/z 291.

Provenance & Evidence