Phenylacetonitrile → 3,4-Dioxo-2,5-diphenylhexanedinitrile

HRID 267755

반응식

HRID 267755 반응식
[C:1]([CH:3]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[C:4](=[O:10])[C:5]([O:7]CC)=O)#[N:2].[C:17]1([CH2:23][C:24]#[N:25])[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.CC[O-].[Na+].[Na]>C(O)(=O)C.O>[C:17]1([CH:23]([C:5](=[O:7])[C:4](=[O:10])[CH:3]([C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=2)[C:1]#[N:2])[C:24]#[N:25])[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

참가 물질

7

반응물 4

HCID 8794PhenylacetonitrileHCID 22845Ethyl 3-cyano-3-phenylpyruvateHCID 2723922Sodium ethoxideHCID 5360545Sodium

생성물 1

HCID 252993,4-Dioxo-2,5-diphenylhexanedinitrile

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 962Water용매

실험 절차

Ethyl 3-cyano-3-phenylpyruvate (50.0 g., 0.23 m.) and 41.0 g. (0.35 m.) of phenylacetonitrile are added to an alcoholic solution of sodium ethylate [prepared from 13.4 g. (0.58 g. atom) of sodium and 360 ml. of absolute ehtanol] and the resulting yellow solution is refluxed for one and three-quarter hours. The cooled solution is diluted with 700 ml. of water and acidified by slow addition of acetic acid. After further cooling in ice, the suspension is filtered and the removed solid washed with water and dried to give 2,5-diphenyl-3,4-dioxoadiponitrile, m.p. 284°-286° C. (d.).

후처리

  1. temperaturethe resulting yellow solution is refluxed for one and three-quarter hours
  2. additionThe cooled solution is diluted with 700 ml
  3. temperatureAfter further cooling in ice
  4. filtrationthe suspension is filtered
  5. washthe removed solid washed with water
  6. customdried

출처 및 근거

ORD 기록
ord-38a1144efef546908942114f40e3b1dc
출처 데이터셋
uspto-grants-1976_03
특허 번호
US03944571

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