茚 → 1H-Indene, 3-(3-bromopropyl)-

HRID 972723笔记

反应方程式

HRID 972723 反应方程式
[CH2:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=[CH:2]1.[Br:10][CH2:11][CH2:12][CH2:13]Br>[OH-].[Na+]>[Br:10][CH2:11][CH2:12][CH2:13][C:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][CH:2]=1

参与物

4

反应物 2

HCID 7219茚HCID 80011,3-二溴丙烷

产物 1

HCID 105378211H-Indene, 3-(3-bromopropyl)-

试剂、催化剂与溶剂 1

HCID 14798氢氧化钠溶剂

实验过程

The compound is prepared as described by Makoska in Tetrahedron Letters 38, 4261-4624 (1966) by adding a mixture of 580 g (5M) indene and 1010 g (5M) 1,3-dibromopropane to 1500 ml 50% aqueous NaOH containing 50 ml 40% methanolic Triton B. The temperature is held below 55° C by cooling in an ice bath. After stirring 6 hours the reaction mixture is diluted to 4 l. The layers are separated and the aqueous layer is extracted two times with ether. The combined organic layers are extracted two times with water, dried over MgSO4, filtered and the solvent is removed. The oily product is distilled and redistilled at reduced pressure collecting 432 g (36.6%) boiling 126°-140°/0.1 mm.

后处理

  1. customThe compound is prepared
  2. additionby adding
  3. customis held below 55° C
  4. temperatureby cooling in an ice bath
  5. additionis diluted to 4 l
  6. customThe layers are separated
  7. extractionthe aqueous layer is extracted two times with ether
  8. extractionThe combined organic layers are extracted two times with water
  9. dry with materialdried over MgSO4
  10. filtrationfiltered
  11. customthe solvent is removed
  12. distillationThe oily product is distilled
  13. distillationredistilled at reduced pressure
  14. customcollecting 432 g (36.6%)
  15. customboiling 126°-140°

来源与证据

ORD记录
ord-839f7d22d54c47fdaa8fa154826dc63e
来源数据集
uspto-grants-1977_10
专利号
US04053596

反应笔记

加载中…