正己烷 → HCID 20309506，化合物

HRID 972787笔记

反应方程式

HRID 972787 反应方程式
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([O:9][CH3:10])[CH:4]=1.C([Li])CCC.CCCCCC.[CH3:22][N:23]1[C:27](=[O:28])[CH2:26][CH2:25][C:24]1=[O:29]>O1CCCC1>[CH3:22][NH:23][C:24](=[O:29])[CH2:25][CH2:26][C:27](=[O:28])[C:4]1[C:3]([O:2][CH3:1])=[CH:8][CH:7]=[CH:6][C:5]=1[O:9][CH3:10]

参与物

6

反应物 4

HCID 8058正己烷HCID 9025间苯二甲醚HCID 70717N-甲基丁二酰胺HCID 178418339正丁基锂

产物 1

HCID 20309506HCID 20309506，化合物收率 93.3%

试剂、催化剂与溶剂 1

HCID 8028四氢呋喃溶剂2 次

实验过程

A solution of 1,3-dimethoxybenzene (89 ml, 0.064 mole) in dry tetrahydrofuran (480 ml) was added during 10 minutes to a stirred solution of n-butyl lithium in hexane (350 ml, 0.6 mole) under an atmosphere of nitrogen. The stirred mixture was heated under reflux for 90 minutes, then a solution of N-methyl succinimide (77 g, 0.68 mole) in dry tetrahydrofuran was added dropwise. The mixture was heated under reflux for an additional hour and then allowed to stand overnight. The supernatant was decanted and the residue was hydrolysed with 20% aqueous ammonium chloride solution (280 ml) and extracted with chloroform. The washed and dried extract was evaporated and the residue recrystallised from ethyl acetate to give N-methyl 3-(2,6-dimethoxybenzoyl)propionamide (15 g, 10%, m.p. 134°).

后处理

  1. temperatureThe stirred mixture was heated
  2. temperatureunder reflux for 90 minutes
  3. temperatureThe mixture was heated
  4. temperatureunder reflux for an additional hour
  5. customThe supernatant was decanted
  6. extractionextracted with chloroform
  7. washThe washed
  8. customdried
  9. extractionextract
  10. customwas evaporated
  11. customthe residue recrystallised from ethyl acetate

来源与证据

ORD记录
ord-140938eba04c44969a14bf17b6eb5754
来源数据集
uspto-grants-1977_10
专利号
US04053601

反应笔记

加载中…