Phenylacetonitrile → Ethyl 3-cyano-3-phenylpyruvate

HRID 267754

反応式

HRID 267754 の反応式
[C:1]1([CH2:7][C:8]#[N:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:10]([O:15][CH2:16][CH3:17])(=[O:14])[C:11]([O-])=[O:12].[O-]CC.[Na+]>C(O)C>[C:8]([CH:7]([C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)[C:11](=[O:12])[C:10]([O:15][CH2:16][CH3:17])=[O:14])#[N:9]

参加物

5

反応物 3

HCID 8794PhenylacetonitrileHCID 2723922Sodium ethoxideHCID 21943339Ethanedioic acid, monoethyl ester

生成物 1

HCID 22845Ethyl 3-cyano-3-phenylpyruvate

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A mixture of 117.1 g. (1.0m.) of phenylacetonitrile and 326 ml. (2.4m.) of ethyl oxalate is added to an ethanol solution of sodium ethoxide (prepared by dissolving 23.8 g., 1.08m. of sodium in 500 ml. of absolute ethanol) and refluxed two hours. After cooling, diluting with 2500 ml. of water and extracting with ether, the solution is acidified with acetic acid. The solid is removed and washed with water to give ethyl 3-cyano-3-phenylpyruvate, m.p. 127°-129° C.

後処理

  1. additionA mixture of 117.1 g
  2. temperaturerefluxed two hours
  3. temperatureAfter cooling
  4. additiondiluting with 2500 ml
  5. extractionof water and extracting with ether
  6. customThe solid is removed
  7. washwashed with water

出典と根拠

ORDレコード
ord-5a583588cf9a4ecd87ac26e99fc1ed56
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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