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

HRID 267761

반응식

HRID 267761 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 80711,2-Dimethoxyethane용매

실험 절차

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.).

후처리

  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

출처 및 근거

ORD 기록
ord-f367d5b548fb4beca41e9fad4a60a6fc
출처 데이터셋
uspto-grants-1976_03
특허 번호
US03944571

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