Phenylacetylene → 4-phenyl-1H-1,2,3-triazole

HRID 530296노트

반응식

HRID 530296 반응식
[C:1]1([C:7]#[CH:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[N:9]([Si](C)(C)C)=[N+:10]=[N-:11]>C1(C)C=CC=CC=1>[C:1]1([C:7]2[N:9]=[N:10][NH:11][CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

참가 물질

4

반응물 2

HCID 10821PhenylacetyleneHCID 78378Azidotrimethylsilane

생성물 1

HCID 1784201274-phenyl-1H-1,2,3-triazole

시약·촉매·용매 1

HCID 1140Toluene용매

반응 조건

온도
100 °C

실험 절차

To a stirred solution of phenylacetylene (1.098 ml, 10 mmol) in abs. toluene (10 ml) was added azidotrimethylsilane (2.65 ml, 20.00 mmol) in one portion. The reaction was heated at 100° C. for 3 days, whereupon was cooled to room temperature and toluene was removed by vacuum. The residue was partitioned between DCM and water. The organic phase was dried over MgSO4 and filtered. After evaporation the crude product was chromatographed in petroleumether:EtOAc=2:1. (Yield: 355 mg, 24%).

후처리

  1. temperaturewhereupon was cooled to room temperature
  2. customtoluene was removed by vacuum
  3. customThe residue was partitioned between DCM and water
  4. dry with materialThe organic phase was dried over MgSO4
  5. filtrationfiltered
  6. customAfter evaporation the crude product
  7. customwas chromatographed in petroleumether

출처 및 근거

ORD 기록
ord-ede9eab4eee946bbb339df56a25367e8
출처 데이터셋
uspto-grants-2016_05
특허 번호
US09353082B2

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