2-Chloroacrylonitrile → HCID 57065490, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of ethyl 2-azido-4-phenyl-(2S)-butyrate (2.33 g) and 2-chloroacrylonitrile (1.75 g) in water (25 ml) is stirred at about 80° C. for 23 hours. After cooling, the product is extracted with toluene and purified by column chromatography (30 g of silica gel 60; eluent toluene). The purified product is obtained as a yellowish oil (yield 1.84 g; 65% of theory) and characterized by 1H-NMR spectrum (CDCl3). δ value: 1.29 (*H; t; J=7 Hz); 2.40-2.67 (4H, m); 4.20 (2H, q, J=7 Hz); 5.39 (1H, m); 7.10 (2H, dxd, J1=6.6 Hz, J2≦1.5 Hz); 7.24 (1H, txt, J1=6.6 Hz, J2≦1.5 Hz); 7.31 (2h, m); 8.21 (1H, s).

Provenance & Evidence