Acrylonitrile → (2-Cyanoethyl)-alpha-naphthoxymalonic acid diethyl ester

HRID 4591笔记

反应方程式

HRID 4591 反应方程式
[C:1]([CH2:3][CH2:4]C(OC1C2C(=CC=CC=2)C=CC=1)C(O)=O)#[N:2].[OH-].[K+].[CH2:22]([O:24][C:25](=[O:43])[CH:26]([O:32][C:33]1[C:42]2[C:37](=[CH:38][CH:39]=[CH:40][CH:41]=2)[CH:36]=[CH:35][CH:34]=1)[C:27]([O:29][CH2:30][CH3:31])=[O:28])[CH3:23].C(#N)C=C>C(OCC)(=O)C>[CH2:30]([O:29][C:27](=[O:28])[C:26]([CH2:4][CH2:3][C:1]#[N:2])([O:32][C:33]1[C:42]2[C:37](=[CH:38][CH:39]=[CH:40][CH:41]=2)[CH:36]=[CH:35][CH:34]=1)[C:25]([O:24][CH2:22][CH3:23])=[O:43])[CH3:31]

参与物

6

反应物 4

HCID 7855AcrylonitrileHCID 14797氢氧化钾HCID 230496484-Cyano-2(R,S)-alpha-naphthoxybutyric acidHCID 54105534alpha-Naphthoxymalonic acid diethyl ester

产物 1

HCID 54279623(2-Cyanoethyl)-alpha-naphthoxymalonic acid diethyl ester

试剂、催化剂与溶剂 1

HCID 8857乙酸乙酯溶剂

实验过程

4-Cyano-2(R,S)-α-naphthoxybutyric acid: 0.11 ml of a 50% aqueous KOH solution is added at 0°, while stirring, to a mixture of 5.0 g of α-naphthoxymalonic acid diethyl ester and 1.09 ml of acrylonitrile. The reaction mixture is stirred for 5 days at room temperature and then dissolved in ethyl acetate. The ethyl acetate solution is washed with 2N sodium bicarbonate solution, 2N hydrochloric acid and brine, dried over sodium sulphate and concentrated by evaporation, leaving (2-cyanoethyl)-α-naphthoxymalonic acid diethyl ester.

后处理

  1. washThe ethyl acetate solution is washed with 2N sodium bicarbonate solution, 2N hydrochloric acid and brine
  2. dry with materialdried over sodium sulphate
  3. concentrationconcentrated by evaporation

来源与证据

ORD记录
ord-0c2d879632c7416297f9a04382172ffc
来源数据集
uspto-grants-1988_02
专利号
US04727060

反应笔记

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