4-Hydroxybenzaldehyde → (-)-N-(p-hydroxybenzylidene)-1-(p-bromophenyl)ethylamine

関与物質

反応手順

4.44 g (0.0222 mole) of (R)-(+)-1-(p-bromophenyl)ethylamine and 2.85 g (0.0233 mole) of p-hydroxybenzaldehyde were dissolved in 30 ml of ethyl alcohol, and the solution thus formed was stirred under reflux for 3 hours. After the completion of the reaction, the reaction mixture was concentrated under reduced pressure, and refined by a column chromatography using 30 g of silica gel to give 6.75 g of (-)-N-(p-hydroxybenzylidene)-1-(p-bromophenyl)ethylamine. Yield: 97.9%. m.p. 156°-161° C.; α!D25 -87.6° (C 0.7, CHCl3) NMR-spectral data (δ ppm, DMSO-d6) 1.48 (d) 3H; 4.34 (q) 1H; 6.75-7.9 (m) 9H;

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