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

HRID 1579466

반응식

HRID 1579466 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 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.

후처리

  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

출처 및 근거

ORD 기록
ord-0a4d7a6939054e919380379f0317ffe2
출처 데이터셋
uspto-grants-1976_01
특허 번호
US03931207

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