Water → 4-(Azidomethyl)benzonitrile

HRID 35920

반응식

HRID 35920 반응식
Br[CH2:2][C:3]1[CH:10]=[CH:9][C:6]([C:7]#[N:8])=[CH:5][CH:4]=1.[N-:11]=[N+:12]=[N-:13].[Na+].O>CN1CCN(C)C1=O>[N:11]([CH2:2][C:3]1[CH:10]=[CH:9][C:6]([C:7]#[N:8])=[CH:5][CH:4]=1)=[N+:12]=[N-:13]

참가 물질

5

반응물 3

HCID 962WaterHCID 33557Sodium AzideHCID 869964-(Bromomethyl)benzonitrile

생성물 1

HCID 110736914-(Azidomethyl)benzonitrile수율 96.7%

시약·촉매·용매 1

HCID 66611,3-Dimethyl-2-imidazolidinone용매

실험 절차

50 g of 4-bromomethylbenzonitrile is dissolved in 350 ml of 1,3-dimethyl-2-imidazolidinone and stirred at 25° for 2 hours with 32.5 g of sodium azide. The mixture is subsequently combined with 500 ml of water under ice cooling, extracted twice with dichloromethane, washed with water, dried over sodium sulfate, concentrated to dryness under vacuum, and chromatographed on silica gel with hexane/ethyl acetate, thus obtaining 39 g of 4-azidomethylbenzonitrile as a colorless liquid.

후처리

  1. extractionextracted twice with dichloromethane
  2. washwashed with water
  3. dry with materialdried over sodium sulfate
  4. concentrationconcentrated to dryness under vacuum
  5. customchromatographed on silica gel with hexane/ethyl acetate

출처 및 근거

ORD 기록
ord-c905a16c14b340969660360c09b93391
출처 데이터셋
uspto-grants-1995_05
특허 번호
US05411982

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