27646-77-1Relevant articles and documents
ALKYLATION OF PHTHALIMIDE WITH HIGHER ALKYL BROMIDES UNDER CONDITIONS OF PHASE-TRANSFER CATALYSIS.
Vasilevskaya,Grineva,Chernousova,Grankina,Andrievskii
, p. 220 - 222 (2007/10/02)
N-alkylphthalimides, used as intermediates for synthesis of primary amines, are obtained in good yields by heating potassium phthalimide with alkyl halides in dimethylforamide (DMFA) and other polar solvents. Phthalimide is alkylated by higher alkyl bromides, RBr, where R equals C//4H//9, C//1//2H//2//5, C//1//6H//3//3, in toluene (at 95 degree ) in high yields in presence of solid K//2CO//3 and a phase-transfer catalyst, methyl methyltrioctylammonium sulfate. The reaction of phthalimide with dodecyl bromide under the usual conditions of phasetransfer catalysis (organic phase-50% NaOH) is accompanied by hydrolysis of phthalimide and formation of a complex mixture of products, from which N-dodecylphthalimide, dodecylamine, 1-dodecanol, dodecyl ether, and 1-dodecene were isolated.