Diethyl (ethoxymethylene)malonate → HCID 86738854, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 5-amino-2-benzyloxy-2,4,6-cycloheptatrien-1-one (10 g), described in example 1b, and diethyl ethoxymethylenemalonate (100 ml) was heated at 140° C. for 1.5 hr. The cooled reaction mixture was subjected to chromatography on silica gel using dichloromethane-acetone (9:1) as the eluant. The pure fractions were pooled to give 2-[(4-benzyloxy-5-oxo-1,3,6-cycloheptatrien-1-yl)aminomethylene]propanedioic acid diethyl ester (V; R7 =OCH2C6H5 and R8 =C2H5); nmr (CDCl3) δ1.3 (m 6H), 4.2 (m, 4H), 5.2 (s, 2H), 7.2 (m, 2H), 7.2 (m, 9H), 8.25 (d, 1H), 10.9 (d, 1H); ir (CHCl3) 3490, 3240, 1700, 1690, 1570; uv λmax (MeOH) 279 nm (ε10,410), 224 (27,380).

Provenance & Evidence