Ethyl 3-cyano-3-phenylpyruvate → 2-(p-Chlorophenyl)-5-phenyl-3,4-dioxoadiponitrile

HRID 1579466ノート

反応式

HRID 1579466 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]#[N:10])=[CH:4][CH:3]=1.[H-].[Na+].[C:13]([CH:15]([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)[C:16](=[O:22])[C:17](OCC)=[O:18])#[N:14]>C(COC)OC>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:17](=[O:18])[C:16](=[O:22])[CH:15]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[C:13]#[N:14])[C:9]#[N:10])=[CH:4][CH:3]=1

参加物

5

反応物 3

HCID 22845Ethyl 3-cyano-3-phenylpyruvateHCID 24758Sodium hydrideHCID 2415824-Chlorobenzyl cyanide

生成物 1

HCID 215091012-(p-Chlorophenyl)-5-phenyl-3,4-dioxoadiponitrile

試薬・触媒・溶媒 1

HCID 80711,2-Dimethoxyethane溶媒

実験手順

To a solution of 6.6 g. (0.044 mol.) of p-chlorophenylacetonitrile and 20 ml. of dry glyme was added 6.2 g. (0.13 mol.) of sodium hydride (50% in oil). Ethyl 3-cyano-3-phenylpyruvate (9.55 g., 0.044 mol.) was added in portions at -10° and the reaction mixture was stirred at 25° for 12 hours. The mixture was diluted with 150 ml. of water, extracted with ether, acidified with 15 ml. of acetic acid and the solid was collected by filtration to yield 2-(p-chlorophenyl)-5-phenyl-3,4-dioxoadiponitrile, m.p. 210° dec.

後処理

  1. additionThe mixture was diluted with 150 ml
  2. extractionof water, extracted with ether
  3. filtrationof acetic acid and the solid was collected by filtration

出典と根拠

ORDレコード
ord-0a4d7a6939054e919380379f0317ffe2
出典データセット
uspto-grants-1976_01
特許番号
US03931207

反応ノート

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