General Papers ARKIVOC 2001 (i) 201-226
17. Dakin-West Reaction reaction 17.1 a-amino dicarboxylic acids with carboxylic acid anhydrides - Dakin-West reaction34 1 To glutamic acid (7.3 g) and acetic anhydride (25 mL) is added DMAP (50 mg) and triethylamine (25 mL).
2 The solution is stirred at 60 C for 8 h.
3 The resulting product is distilled under vacuum to give 1,5-diacetyl-2-pyrrolidone
(5.8 g, 78%). References
1. (i) Litvinenko, L. M.; Kirichenko, A. I. Dok. Akad. Nauk SSSR, Ser. Khim. 1967, 176, 97; Chem. Abstr. 1968, 68, 68325u. (ii) Steglich, W.; Höfle, G. Angew. Chem. 1969, 81, 1001; Angew. Chem. Int. Ed. 1969, 8, 981. 2. Reviews on DMAP : (a) Liao, L.; Li, Z.; 4-Dimethylaminopyridine's catalysis for thiophoshorylation and its applications in synthesis of organophosphorous insecticides; Huagong Jinzhan 1998, 17, 43. (b) Ranarsson, U.; Grehn, L. Novel Amine Chemistry Based on DMAP-Catalyzed Acylation; Acc. Chem. Res. 1998, 31, 494. (c) Liao, L.; Guo, Q.; Preparation of 4-Dimethylaminopyridine (DMAP) and DMAP-catalyzed organic reaction; Hecheng Huaxue 1995, 3, 215. (d) Scriven, E. F. V.; 4-Dialkylaminopyridines: Super Acylation and Alkylation Catalysts; Chem. Soc. Rev. 1983, 12, 129. (e) Goe, G. L.; Huckstep, L. M.; Scriven, E. F. V.; 4-Dialkylaminopyridines as acylation catalysts: New liquid catalysts; Chem. Ind. 1982, 18, 722. (f) Höfle, G.; Steglich, W.; Vorbrüggen, H.; 4- Dialkylaminopyridines as Highly Active Acylation Catalysts; Angew. Chem. Int. Ed. 1978, 17, 569. 3. Wilson, S.R.; Augelli, C.E. Org. Synth. 1990, 68, 210. ISSN 1424-6376 Page 225 ©ARKAT USA, Inc
