N-羟基邻苯二甲酰亚胺 → 2-[(Cyclohex-2-en-1-yl)oxy]-1H-isoindole-1,3(2H)-dione

HRID 371237

反应方程式

HRID 371237 反应方程式
[OH:1][CH:2]1[CH2:7][CH2:6][CH2:5][CH:4]=[CH:3]1.O[N:9]1[C:13](=[O:14])[C:12]2=[CH:15][CH:16]=[CH:17][CH:18]=[C:11]2[C:10]1=[O:19].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>O1CCCC1>[CH:2]1([O:1][N:9]2[C:10](=[O:19])[C:11]3=[CH:18][CH:17]=[CH:16][CH:15]=[C:12]3[C:13]2=[O:14])[CH2:7][CH2:6][CH2:5][CH:4]=[CH:3]1

参与物

5

反应物 3

HCID 10665N-羟基邻苯二甲酰亚胺HCID 11776三苯基膦HCID 131982-环己烯醇

产物 1

HCID 135771062-[(Cyclohex-2-en-1-yl)oxy]-1H-isoindole-1,3(2H)-dione收率 65.6%

试剂、催化剂与溶剂 1

HCID 8028四氢呋喃溶剂

实验过程

A mixture of 3-hydroxycyclohexene (4.0 g), N-hydroxyphthalimide (6.7 g) and triphenyl phosphine (9.2 g) in tetrahydrofuran (200 ml) was stirred at room temperature. After the addition of diethyl azoformate (7.9 g), the resulting mixture was stirred for 20 hours at room temperature. The reaction mixture was evaporated and the residue was subjected to column chromatography on silica gel (80 g), using chloroform as an eluent. The fractions containing the objected compounds were combined and evaporated to give N-(2-cyclohexen-1-yl)oxyphthalimide (6.5 g).

后处理

  1. stirringthe resulting mixture was stirred for 20 hours at room temperature
  2. customThe reaction mixture was evaporated
  3. additionThe fractions containing the objected compounds
  4. customevaporated

来源与证据

ORD记录
ord-df717b1acbdb4e8a8f9e2f7cf469ac7f
来源数据集
uspto-grants-1985_07
专利号
US04529802

关联笔记

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