Benzyl chloroformate → 2-Benzyloxycarbonyloxyimino-2-phenylacetonitrile

HRID 596229노트

반응식

HRID 596229 반응식
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

참가 물질

6

반응물 4

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

생성물 1

HCID 540061222-Benzyloxycarbonyloxyimino-2-phenylacetonitrile수율 62.1%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-f63af131f3ad45978fb060695b4bd757
출처 데이터셋
uspto-grants-1977_03
특허 번호
US04010178

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