异丙醇 → Isopropyl Hydrogen Phenylmalonate

HRID 36902笔记

反应方程式

HRID 36902 反应方程式
[C:1]1([CH:7]([C:11]([OH:13])=[O:12])[C:8]([OH:10])=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.S(Cl)(Cl)=O.[CH:18](O)([CH3:20])[CH3:19]>CCOCC.CN(C)C=O>[C:1]1([CH:7]([C:11]([OH:13])=[O:12])[C:8]([O:10][CH:18]([CH3:20])[CH3:19])=[O:9])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

参与物

6

反应物 3

HCID 3776异丙醇HCID 24386氯化亚砜HCID 75791苯丙二酸

产物 1

HCID 19042994Isopropyl Hydrogen Phenylmalonate收率 60%

试剂、催化剂与溶剂 2

HCID 6228N,N-二甲基甲酰胺催化剂HCID 3283乙醚溶剂

实验过程

Phenylmalonic acid (13.5 g, 0.07 mol ) in dry ether (40 mL) was treated with thionyl chloride (8.92 g, 5.4 mL, 0.07 mol) and one drop of N,N-dimethylformamide. The mixture was heated at 40°-50° C. for 3 hours. The clear solution was evaporated under reduced pressure to remove any residual thionyl chloride. The oily residue was redissolved in dry ether (40 mL), and the solution was treated with isopropyl alcohol (0.075 mol, 5.76 mL), refluxed for 2 hours and worked up as before to give the titled compound.

后处理

  1. temperatureThe mixture was heated at 40°-50° C. for 3 hours
  2. customThe clear solution was evaporated under reduced pressure
  3. customto remove any residual thionyl chloride
  4. dissolutionThe oily residue was redissolved in dry ether (40 mL)
  5. temperaturerefluxed for 2 hours

来源与证据

ORD记录
ord-af73ff0456864c18a081b75ef0069f5f
来源数据集
uspto-grants-1995_05
专利号
US05418244

反应笔记

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