Formation of ε-caprolactam via catalytic Beckmann rearrangement using P2O5 in ionic liquids

被引：122

作者：

Ren, RX ^{[1
]}

Zueva, LD ^{[1
]}

Ou, W ^{[1
]}

机构：

[1] Wesleyan Univ, Dept Chem, Max Tishler Lab Organ Chem, Middletown, CT 06459 USA

来源：

TETRAHEDRON LETTERS | 2001年 / 42卷 / 48期

关键词：

epsilon-caprolactam; cyclohexanone oxime; phosphorous pentoxide; ionic liquids;

D O I：

10.1016/S0040-4039(01)01850-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Catalytic Beckmann rearrangement of cyclohexanone oxime in ionic liquids using PO, or Eaton's reagent has been investigated. 1-n-Butyl-3-methylimidazolium hexafluorophosphate (bmiPF(6)) gives superior results to those noted by earlier workers. (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

页码：8441 / 8443

页数：3

共 18 条

[1] Rhodium-catalyzed Beckmann rearrangement
Arisawa, M
Yamaguchi, M
[J]. ORGANIC LETTERS, 2001, 3 (02) : 311 - 312
[2] Carlin R.T., 1994, ADV NONAQUEOUS CHEM
[3] CHAUVIN Y, 1995, CHEMTECH, V25, P26
[4] THE MECHANISM OF THE FORMATION AND HYDROLYSIS OF CYCLOHEXANONE OXIME IN AQUEOUS-SOLUTIONS
EGBERINK, H
VANHEERDEN, C
[J]. ANALYTICA CHIMICA ACTA, 1980, 118 (02) : 359 - 368
[5] Gawley R. E., 1988, ORG REACTIONS, P1, DOI [10.1002/0471264180.or035.01, DOI 10.1002/0471264180.OR035.01]
[6] Acceleration of synthetic organic reactions using supercritical water: Noncatalytic Beckmann and pinacol rearrangements
Ikushima, Y
Hatakeda, K
Sato, O
Yokoyama, T
Arai, M
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (09) : 1908 - 1918
[7] VAPOR-PHASE BECKMANN REARRANGEMENT OF CYCLOHEXANONE OXIME OVER BORIA-HYDROXYAPATITE CATALYST
IZUMI, Y
SATO, S
URABE, K
[J]. CHEMISTRY LETTERS, 1983, (10) : 1649 - 1652
[8] Vapor phase Beckmann rearrangement of cyclohexanone oxime over a novel tantalum pillared-ilerite
Ko, YH
Kim, MH
Kim, SJ
Seo, G
Kim, MY
Uh, YS
[J]. CHEMICAL COMMUNICATIONS, 2000, (10) : 829 - 830
[9] BECKMANN REARRANGEMENT CATALYZED BY THE COMBINED USE OF TETRABUTYLAMMONIUM PERRHENATE(VII) AND TRIFLUOROMETHANESULFONIC ACID
NARASAKA, K
KUSAMA, H
YAMASHITA, Y
SATO, H
[J]. CHEMISTRY LETTERS, 1993, (03) : 489 - 492
[10] Recent developments in the use of non-aqueous ionic liquids for two-phase catalysis
Olivier, H
[J]. JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 1999, 146 (1-2) : 285 - 289

← 1 2 →