18-Crown-6 → HCID 86658558, 화합물

HRID 1520204노트

반응식

HRID 1520204 반응식
[CH3:1][O:2][C:3]1[CH:18]=[CH:17][C:6]([CH2:7][N:8]2[CH:12]=[C:11]([C:13](=[O:16])[CH2:14]Br)[CH:10]=[N:9]2)=[CH:5][CH:4]=1.[F-:19].[K+].C1OCCOCCOCCOCCOCCOC1>C(#N)C>[CH3:1][O:2][C:3]1[CH:18]=[CH:17][C:6]([CH2:7][N:8]2[CH:12]=[C:11]([C:13](=[O:16])[CH2:14][F:19])[CH:10]=[N:9]2)=[CH:5][CH:4]=1

참가 물질

5

반응물 3

HCID 2855718-Crown-6HCID 522689Potassium FluorideHCID 866423312-Bromo-1-(1-(4-methoxybenzyl)-1H-pyrazol-4-yl)ethanone

생성물 1

HCID 86658558HCID 86658558, 화합물수율 78%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

According to Scheme 6 Step 1: A solution of 1-(1-(4-methoxybenzyl)-1H-pyrazol-4-yl)-2-bromoethanone (8.39 mmol, 3.00 g), KF (33.6 mmol, 1.97 g) and 18-crown-6 (4.20 mmol, 1.12 g) in acetonitrile (25 mL) was stirred under reflux for 3 hours. After the evaporation of solvent, the crude residue was dissolved in AcOEt. The organic phase was washed with water, was dried over Na2SO4, was filtered and was concentrated. The resulting crude product was purified by flash chromatography over silica gel using DCM/MeOH (100:0 to 95:5) as eluent to yield 1-(1-(4-methoxybenzyl)-1H-pyrazol-4-yl)-2-fluoroethanone (3.62 mmol, 900 mg, 78%) as a white solid.

후처리

  1. temperatureunder reflux for 3 hours
  2. customAfter the evaporation of solvent
  3. dissolutionthe crude residue was dissolved in AcOEt
  4. washThe organic phase was washed with water
  5. dry with materialwas dried over Na2SO4
  6. filtrationwas filtered
  7. concentrationwas concentrated
  8. customThe resulting crude product was purified by flash chromatography over silica gel

출처 및 근거

ORD 기록
ord-4ce6190fff7a4f37b1ba1b76a7d7e80d
출처 데이터셋
uspto-grants-2015_07
특허 번호
US09073907B2

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