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Imidazole → 3-(Tertbutyldimethylsilyloxy)-1-(1,2,4-triazol-1-yl)propane

HRID 454112
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HRID 454112 반응식
[N:1]1([CH2:6][CH2:7][CH2:8][OH:9])[CH:5]=[N:4][CH:3]=[N:2]1.[C:10]([Si:14](Cl)([CH3:16])[CH3:15])([CH3:13])([CH3:12])[CH3:11].N1C=CN=C1>CN(C=O)C.CN(C1C=CN=CC=1)C>[C:10]([Si:14]([CH3:16])([CH3:15])[O:9][CH2:8][CH2:7][CH2:6][N:1]1[CH:5]=[N:4][CH:3]=[N:2]1)([CH3:13])([CH3:12])[CH3:11]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 795ImidazoleHCID 28928tert-Butyldimethylsilyl chlorideHCID 47118023-(1H-1,2,4-triazol-1-yl)propan-1-ol

생성물 1

HCID 220308973-(Tertbutyldimethylsilyloxy)-1-(1,2,4-triazol-1-yl)propane수율 84%

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매
HCID 6228
Dimethylformamide
용매

실험 절차

To a solution of 3-(1,2,4-triazol-1-yl)propan-1-ol (7 g, 55 mmol) in DMF (70 ml) was added tertbutyldimethylsilyl chloride (9.1 g, 60 mmol) followed by DMAP (336 mg, 2.7 mmol) followed by imidazole (4.5gr, 66 mmol). After stirring overnight at ambient temperature, the volatiles were removed under vacuum and the residue was partitioned between water and ethyl acetate/ether. The organic layer was separated, washed with water, brine, dried (MgSO4) and evaporated. The residue was purified by column chromatography eluting with methylene chloride/ether (6/4) to give 3-(tertbutyldimethylsilyloxy)-1-(1,2,4-triazol-1-yl)propane (11.1 gr, 84%).

후처리

  1. customthe volatiles were removed under vacuum
  2. customthe residue was partitioned between water and ethyl acetate/ether
  3. customThe organic layer was separated
  4. washwashed with water, brine
  5. dry with materialdried (MgSO4)
  6. customevaporated
  7. customThe residue was purified by column chromatography
  8. washeluting with methylene chloride/ether (6/4)

출처 및 근거

ORD 기록
ord-024284ce831e40c1a215f56582a77156
출처 데이터셋
uspto-grants-2013_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08492560B2

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