乙烯基乙醚 → 8-Acetoxy-2,6-dimethyl-5-[(1-ethoxyethoxy)]-2-octene

HRID 27651

反应方程式

HRID 27651 反应方程式
[C:1]([O:4][CH2:5][CH2:6][CH:7]([CH3:15])[CH:8]([OH:14])[CH2:9][CH:10]=[C:11]([CH3:13])[CH3:12])(=[O:3])[CH3:2].[CH2:16]([O:18][CH:19]=[CH2:20])[CH3:17].O.C1(C)C=CC(S(O)(=O)=O)=CC=1.C(=O)(O)[O-].[Na+]>CCOCC>[C:1]([O:4][CH2:5][CH2:6][CH:7]([CH3:15])[CH:8]([O:14][CH:16]([O:18][CH2:19][CH3:20])[CH3:17])[CH2:9][CH:10]=[C:11]([CH3:13])[CH3:12])(=[O:3])[CH3:2]

参与物

6

反应物 4

HCID 8023乙烯基乙醚HCID 516892碳酸氢钠HCID 521998对甲苯磺酸水合物HCID 233414518-Acetoxy-2,6-dimethyl-5-hydroxy-2-octene

产物 1

HCID 233414488-Acetoxy-2,6-dimethyl-5-[(1-ethoxyethoxy)]-2-octene

试剂、催化剂与溶剂 1

HCID 3283乙醚溶剂2 次

实验过程

A mixture of 8-acetoxy-2,6-dimethyl-5-hydroxy-2-octene (2.27 g, 10.6 mmole), ethyl vinylether (0.82 g. 11.4 mmole), p-toluenesulfonic acid monohydrate (catalytic amount) and ether (50 ml) is stirred at room temperature for 16 hours. The resulting mixture is treated with ether (150 ml) and washes with 5% sodium bicarbonate solution (2×100 ml). The organic phase is dried (Na2SO4), and evaporated in vacuo to give the crude product. The crude material is further purified by column chromatography on silica gel (25 g, 5% ethyl acetate in hexane) to give 8-acetoxy-2,6-dimethyl-5-[(1-ethoxyethoxy)]-2-octene as a colorless oil.

后处理

  1. dry with materialThe organic phase is dried (Na2SO4)
  2. customevaporated in vacuo
  3. customto give the crude product
  4. customThe crude material is further purified by column chromatography on silica gel (25 g, 5% ethyl acetate in hexane)

来源与证据

ORD记录
ord-49094542a80f4e6a902dcd31a870d2f8
来源数据集
uspto-grants-1980_09
专利号
US04222937

关联笔记

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