The following preparation, through the filtration of the crude solid and washing with water, should be carried out in a hood with a good draft.
Into a
5-l. flask or bottle, set in a
water bath and fitted with a
stirrer,
thermometer, and
separatory funnel, are placed
208 g. (1 mole) of benzalacetophenone (Note
1),
3.5 l. of 95 per cent ethyl alcohol (Note
2), and
60 g. (1 mole) of glacial acetic acid (Note
3). The mixture is warmed with stirring to 35°, and a solution of
130 g. (2 moles) of potassium cyanide in 375 cc. of water is added from the separatory funnel over a period of about fifteen minutes. The initial greenish color changes to yellow after all the
acetic acid has reacted and the solution has become alkaline (Note
3). Stirring is continued for three hours, the temperature being maintained at 35°. During this time about half of the nitrile crystallizes. The flask is then loosely stoppered and left in a cool place for about fifty hours (conveniently out-of-doors in cold weather, but out of direct sunlight), after which the solid is filtered and washed, first with
500 cc. of cold 50 per cent alcohol, and then with water until free from
potassium cyanide (
silver nitrate test). The yield of air-dried material melting at
125° is
220–227 g. (
93–96 per cent of the theoretical amount). This product is sufficiently pure for most purposes, although it contains traces of a high-melting substance. If a product of higher melting point is desired, it may be recrystallized from
1 l. of 95 per cent alcohol or
375 cc. of acetone. Pure
phenylbenzoylpropionitrile melts at
127°.