Benzaldehyde → HCID 14059717, compound

Participants

Reaction Steps

L-lysine, monohydrochloride (130 g.) is dissolved in 2N lithium hydroxide (360 ml.) solution in a 2-liter, 3-necked, round bottom flask, equipped with an overhead stirrer, addition funnel and thermometer. Benzaldehyde (76.4 ml.) is added dropwise to this vigorously stirring solution at a temperature of about 5°. The reaction mixture turns cloudy at first and then becomes a thick mass of white precipitate. The rest of the benzaldehyde is added along with toluene (300 ml.) to improve the difficult stirring. The reaction mixture is stirred at about 5° for three hours. The mixture is filtered in a coarse sintered glass funnel. The solid is washed with ice cold water (50 ml.), ice cold ethanol (2×115 ml.), and then extensively with anhydrous ether. The product is dried in vacuo over 16 hours to give (S)-2-amino-6-[(benzylidene)amino]hexanoic acid as a white powder; m.p. 196°-200°.

Provenance & Evidence