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

HRID 1287537

反応式

HRID 1287537 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-eb3f40d6bc494b468c869e9c138c1967
出典データセット
uspto-grants-1976_10
特許番号
US03984559

関連ノート

読み込み中…