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Water → HCID 13289799, 화합물

HRID 2296022
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HRID 2296022 반응식
[CH2:1]([N:8]1[CH2:12][CH2:11][N:10]=[CH:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[Na+].[Br:15][CH2:16][CH2:17][CH2:18][CH2:19]Br.[OH2:21].CN(C)C=[O:25]>>[CH2:1]([N:8]1[C:12](=[O:21])[CH2:11][N:10]([CH2:19][CH2:18][CH2:17][CH2:16][Br:15])[C:9]1=[O:25])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 5

HCID 962WaterHCID 6228Dimethylformamide2회HCID 80561,4-DibromobutaneHCID 24758Sodium hydrideHCID 108774221-benzyl-4,5-dihydro-1H-imidazole

생성물 1

HCID 13289799HCID 13289799, 화합물

실험 절차

Benzylimidazoline of the preceding Example (1.9 g, 10 mmoles) in 5 ml of dimethylformamide was added dropwise to a slurry of sodium hydride (528 mg of 50% dispersion in oil, 11 mmoles) and the mixture then stirred for 1 hour at room temperature. The resulting solution was added dropwise to 1,4-dibromobutane (2.37 g, 11 mmole) in 10 ml of dimethylformamide. After stirring 16 hours at room temperature, the reaction mixture was poured into ice and water and extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, filtered and evaporated to an oil. The oil was chromatographed on silica gel with chloroform as eluant. Clean product fractions were combined and evaporated to yield the title product as an oil [1.4 g, pnmr(CDCl3)delta 1.6-2.0 (m, 4H), 3.2-3.6 (m, 4H), 3.8 (s, 2H), 4.6 (s, 2H), 7.2-7.5 (m, 5H)].

후처리

  1. stirringAfter stirring 16 hours at room temperature
  2. extractionextracted with ethyl acetate
  3. washThe organic layer was washed with saturated brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. filtrationfiltered
  6. customevaporated to an oil
  7. customThe oil was chromatographed on silica gel with chloroform as eluant
  8. customevaporated

출처 및 근거

ORD 기록
ord-8ed139ff18034cd7ade98faefb7667e8
출처 데이터셋
uspto-grants-1984_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04427679

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