Benzyl chloroformate → 2-Benzyloxycarbonyloxyimino-2-phenylacetonitrile

HRID 597694ノート

反応式

HRID 597694 の反応式
Cl[C:2]([O:4][CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=[O:3].[OH:12][N:13]=[C:14]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[C:15]#[N:16].[OH-].[K+].O1CCOCC1>CCOCC>[CH2:5]([O:4][C:2]([O:12][N:13]=[C:14]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[C:15]#[N:16])=[O:3])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

参加物

6

反応物 4

HCID 10387Benzyl chloroformateHCID 14797Potassium HydroxideHCID 312751,4-DioxaneHCID 699982-(Hydroxyimino)-2-phenylacetonitrile

生成物 1

HCID 540061222-Benzyloxycarbonyloxyimino-2-phenylacetonitrile収率 62.1%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

実験手順

A solution of benzyl chloroformate (5.1 g.) in ether (40 ml.) was added to a solution of 2-hydroxyimino-2-phenylacetonitrile (4.4 g.) in a mixture of a 1N potassium hydroxide aqueous solution (30 ml.) and dioxane (10 ml.) under ice-cooling. The mixture was stirred for 1 hour at the same temperature and for 4 hours at room temperature. The ether layer was separated from the reaction mixture and the aqueous layer was further extracted with ether. Both ether layers were combined, washed with water and dried over magnesium sulfate. The solvent was distilled off and n-hexane was added to the residue. The precipitated crystals were collected by filtration to give 2-benzyloxycarbonyloxyimino2-phenylacetonitrile (5.2 g.), mp 73° to 75° C.

後処理

  1. temperaturecooling
  2. customThe ether layer was separated from the reaction mixture
  3. extractionthe aqueous layer was further extracted with ether
  4. washwashed with water
  5. dry with materialdried over magnesium sulfate
  6. distillationThe solvent was distilled off
  7. additionn-hexane was added to the residue
  8. filtrationThe precipitated crystals were collected by filtration

出典と根拠

ORDレコード
ord-c7394b84766743b8aad8b07e4dcecbfb
出典データセット
uspto-grants-1977_03
特許番号
US04014915

反応ノート

読み込み中…