3-Benzoylpropionitrile

BENZOYLINDOLE, 56, 8 Benzoyl peroxide, 56, 50 58, 80, 82 3-Benzoylpropionitrile, 59, 56 Benzyl alcohol, 59, 3 Benzylamine-polystyrene, 56, 95 Af-Benylbenzamide, 59, 52 l-Benzyl-2-benzoyl-l,2-dihydroisoquin-... 

Benzoylpropionitrile. To a mixture of 21 4 g. of p dimethylamino-propiophenone hydrochloride, 13-0 g. of potassium cyanide in a 500 ml. flask, add 260 ml. of boiling water heat the heterogeneous mixture under reflux for 30 minutes. Part of the dimethylamine, which is eliminated in the reaction, distils collect this in dilute hydrochloric acid. Cool the reaction mixture in ice the oil solidifies and crystals form from the aqueous layer. Collect the solid (crude (3-benzoylpropiouitrile, 10-5 g.) by suction filtration and recrystallise it from benzene - light petroleum (b.p. 40-60°) it separates as almost colourless blades, m.p. 76°. 

This difficulty may be overcome by partial neutralization with acetic acid. In this manner, a-phenyl-/3-benzoylpropionitrile has been prepared from benzalacetophenone and alcoholic potassium cyanide (96%). ... 

Tertiary amines capable of eliminating a secondary amine to form a conjugated system can react with hydrogen cyanide to form y-keto nitriles by amine replacement. Thus (I) yields p-benzoylpropionitrile (IV) ... 

Certain /3>dialkylaminoethyl aryl ketones, readily prepared by the Mannich reaction (method 444), are converted to /3-aroyIpropionitriles in good yields by the action of hot aqueous potassium cyanide. /S-Benzoylpropionitrile is made in this way in 67% yield. The reaction has been successfully applied to the formation of /3-2-furoylpropionitrile (57%) and / -2-thienoylpropionitrile (67%). 

N-Phenylanthranilic acid, 22, 5 Phenyl azide, 22, 96 -Phenylazobenzoic acid, 25, 86 -Phenylazobenzoyl chloride, 25, 87 Phenylbenzoyldiazomethane, 20, 48 a-Phenyl-0-benzoylpropionitrile, 27, 33 Phenyl cinnamate, 20, 77... 

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