Sulfuric Acid → HCID 14835579, compound

Participants

Reaction Steps

Compound 8 (7 g, 22.8 mmoles) was dissolved in THF (100 ml) and refluxed in presence of H2SO4 (13 ml) for 2 hours. THF was evaporated and the residue was poured in ice cooled water, extracted with ether (100 ml). The organic layer was dried (MgSO4), and evaporated. The residue was chromatographed (silica gel: 120 g, eluent: CH2Cl2 /EtOAc (95/5)] to give a viscous liquid 9 (5.7 g, 87%). (Found: C; H; N . Calc. for C16H19NO4 : C 66.42; H 6.62; N 4.84). 1H NMR (CDCl3) δ=1.1-1.5 (6H, 2 overlapped t, J=7 Hz) 2.9 (2H, t) 3.6 (2H, t) 3.9-4.4 (4H, 2 overlapped q, J=7 Hz) 7-7.5 (4H, m) 7.5-7.7 (1H, m) IR (CCl4) 2990 (m) 2950-2870 (several bands, ) 1705 (s) 1635 (m) 1605 (w) 1495 (m) 1470 (w) 1450(m) 1410 (s) 1390 (s) 1370 (m) 1340 (w) 1320 (s). Mass spectrum m/z 289.

Provenance & Evidence