In a
500-cc. three-necked, round-bottomed flask provided with a
mechanical stirrer is placed
106 g. (1 mole) of benzaldehyde (Note
1), and
93 g. (1 mole) of aniline is added with rapid stirring. After a few seconds a reaction occurs with evolution of heat and separation of water. The mixture is allowed to stand fifteen minutes and is then poured, with vigorous stirring, into
165 cc. of 95 per cent alcohol in a
600-cc. beaker. Crystallization begins in about five minutes, and the mixture is allowed to stand, first ten minutes at room temperature, and then thirty minutes in ice water. The almost solid mass is next transferred to a large
Büchner funnel, filtered by suction, pressed out, and air-dried. The yield of pure
benzalaniline melting at
52° is
152–158 g. (
84–87 per cent of the theoretical amount).
By concentrating the mother liquor to about one-half of its original volume at room temperature or lower, under reduced pressure by means of a
water pump, an additional
10 g. of
benzalaniline may be obtained. This is of good quality and melts at
51° (Note
2).