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

HRID 1287529

反応式

HRID 1287529 の反応式
[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.[O-]CC.[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

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 962Water溶媒

実験手順

Ethyl 3-cyano-3-phenylpyruvate (50.0 g., 0.23 mol.) and 41.0 g. (0.35 mol.) of phenylacetonitrile were added to an alcoholic solution of sodium ethoxide [prepared from 13.4 g. (0.58 g.-atom) of sodium and 360 ml. of absolute ethanol] and the resulting yellow solution was refluxed for 1.75 hours. The cooled solution was diluted with 700 ml. of water and acidified by slow addition of acetic acid. After further cooling in ice, the suspension was filtered and the solid was washed with water and dried to give 2,5-diphenyl-3,4-dioxoadiponitrile, m.p. 284°-286° dec.

後処理

  1. temperaturethe resulting yellow solution was refluxed for 1.75 hours
  2. additionThe cooled solution was diluted with 700 ml
  3. temperatureAfter further cooling in ice
  4. filtrationthe suspension was filtered
  5. washthe solid was washed with water
  6. customdried

出典と根拠

ORDレコード
ord-fc87dec1d50c4f6dae342e7b690a297e
出典データセット
uspto-grants-1976_10
特許番号
US03984559

関連ノート

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