Propionamide → HCID 13345109, compound

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Reaction Steps

The propionamide prepared according to part (b) is finally reduced with AlLiH4 in THF by the conventional method. The crude reaction product in the form of a dense oil is purified by column chromatography, (petroleum ether-ethyl acetate-triethylamine, 80:10:10), thus obtaining the desired product (22). The melting point is 91°-92° C.; Rf 0.19 (petroleum ether-ethyl acetate Et3N 8:1:1), IR (nujol) νmax: 3340, 3310, 1595, 1500, 1480, 1440, 1315, 1250, 1235, 1210, 1170, 1050, 930, 780 cm-1. 1H-NMR (CDCl3): 1.03 (d, J=5 Hz; 3H); 2.20-3.13 (m; 7H); 3.30-3.63 (m; 4H); 4.13 (s broadened; 1H); 5.77 (s, 2H); 5.97 (doublet d, J1 =8 Hz, J2 =2 Hz; 1H); 6.20 (d, J=2 Hz; 1H); 6.33-6.70 (m; 3H); 7.13-7.55 (m; 1H); 8.00-8.20 (m; 1H).

Provenance & Evidence