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

HRID 267761

反応式

HRID 267761 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 m.) of p-chlorophenylacetonitrile and 20 ml. of dry glyme is added 6.2 g. (0.13 m.) of sodium hydride (50% in oil). Ethyl 3-cyano-3-phenylpyruvate, 9.55 g. (0.044 m.) is added in portions at -10° C. and then the mixture is stirred at room temperature overnight. The reaction mixture is diluted with 150 ml. of water, extracted with ether, acidified with 15 ml. of acetic acid and the solid is filtered to yield 2-(p-chlorophenyl)-5-phenyl-3,4-dioxoadiponitrile, m.p. 210° C. (dec.).

後処理

  1. addition(0.044 m.) is added in portions at -10° C.
  2. additionThe reaction mixture is diluted with 150 ml
  3. extractionof water, extracted with ether
  4. filtrationof acetic acid and the solid is filtered

出典と根拠

ORDレコード
ord-f367d5b548fb4beca41e9fad4a60a6fc
出典データセット
uspto-grants-1976_03
特許番号
US03944571

関連ノート

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