Triethylamine → 1-Benzyl-3,5-dimethyl-1H-pyrazole

HRID 220464

반응식

HRID 220464 반응식
[CH3:1][C:2](=O)[CH2:3][C:4](=O)[CH3:5].Cl.Cl.[CH2:10]([NH:17][NH2:18])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.C(N(CC)CC)C>C(O)(=O)C>[CH2:10]([N:17]1[C:4]([CH3:5])=[CH:3][C:2]([CH3:1])=[N:18]1)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 31261AcetylacetoneHCID 146540Benzylhydrazine dihydrochloride

생성물 1

HCID 6037651-Benzyl-3,5-dimethyl-1H-pyrazole수율 92%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

Dissolve 2,4-pentanedione (5.09 g, 50.8 mmol) and benzylhydrazine dihydrochloride (10.91 g, 55.9 mmol) in acetic acid (40 mL). Slowly add triethylamine (15.6 mL, 0.112 mol) and stir the mixture for 18 hr. Concentrate the solution then dilute the residue with saturated aqueous sodium bicarbonate and extract 3 times with ethyl acetate. Dry (sodium sulfate), filter, concentrate and purify (silica gel chromatography, eluting with 40:60 hexanes:ethyl acetate), to give 1-benzyl-3,5-dimethyl-1H-pyrazole as a yellow oil (8.703 g, 92%).

후처리

  1. concentrationConcentrate the solution
  2. additionthen dilute the residue with saturated aqueous sodium bicarbonate
  3. extractionextract 3 times with ethyl acetate
  4. dry with materialDry (sodium sulfate)
  5. filtrationfilter
  6. concentrationconcentrate
  7. custompurify
  8. wash(silica gel chromatography, eluting with 40:60 hexanes:ethyl acetate)

출처 및 근거

ORD 기록
ord-adf012ae9ce445b39981d5845a2c7100
출처 데이터셋
uspto-grants-2012_06
특허 번호
US08202873B2

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