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1H-1,2,4-Triazole → Benzyl 4-(1,2,4-triazol-1-yl)butyrate

HRID 369180
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반응식

HRID 369180 반응식
[NH:1]1[CH:5]=[N:4][CH:3]=[N:2]1.C(=O)([O-])[O-].[K+].[K+].Br[CH2:13][CH2:14][CH2:15][C:16]([O:18][CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)=[O:17]>C(#N)C>[N:1]1([CH2:13][CH2:14][CH2:15][C:16]([O:18][CH2:19][C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)=[O:17])[CH:5]=[N:4][CH:3]=[N:2]1
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참가 물질

5

반응물 3

HCID 92571H-1,2,4-TriazoleHCID 11430Potassium CarbonateHCID 3832489Benzyl 4-bromobutanoate

생성물 1

HCID 10490579Benzyl 4-(1,2,4-triazol-1-yl)butyrate수율 81.1%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

4.7 g of 1,2,4-triazole and 9.5 g of potassium carbonate were added to a solution of 15 g of benzyl 4-bromobutyrate in 150 ml of acetonitrile. The mixture was refluxed by heating, for 1 hour. The reaction mixture was concentrated under reduced pressure. To the residue was added 30 ml of methylene chloride. The insolubles were collected by filtration and washed. The filtrate and the washings were combined and purified by silica gel column chromatography (eluant: methylene chloride/methanol=50/1) to obtain 11.6 g of benzyl 4-(1,2,4-triazol-1-yl)butyrate as a colorless oily substance.

후처리

  1. temperatureThe mixture was refluxed
  2. temperatureby heating, for 1 hour
  3. concentrationThe reaction mixture was concentrated under reduced pressure
  4. additionTo the residue was added 30 ml of methylene chloride
  5. filtrationThe insolubles were collected by filtration
  6. washwashed
  7. custompurified by silica gel column chromatography (eluant: methylene chloride/methanol=50/1)

출처 및 근거

ORD 기록
ord-b58e6b6410494dc2a004a63ddfa11be4
출처 데이터셋
uspto-grants-2000_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06136826

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