Benzyl chloroformate → 2-Benzyloxycarbonyloxyimino-2-phenylacetonitrile

HRID 596229ノート

反応式

HRID 596229 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, and 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 to the residue was added n-hexane. The precipitated crystals were collected by filtration to give 2-benzyloxycarbonyloxyimino-2-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 and to the residue
  7. additionwas added n-hexane
  8. filtrationThe precipitated crystals were collected by filtration

出典と根拠

ORDレコード
ord-f63af131f3ad45978fb060695b4bd757
出典データセット
uspto-grants-1977_03
特許番号
US04010178

反応ノート

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