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

HRID 220464

反応式

HRID 220464 の反応式
[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

参加物

5

反応物 3

HCID 8471TriethylamineHCID 31261AcetylacetoneHCID 146540Benzylhydrazine dihydrochloride

生成物 1

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

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

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%).

後処理

  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)

出典と根拠

ORDレコード
ord-adf012ae9ce445b39981d5845a2c7100
出典データセット
uspto-grants-2012_06
特許番号
US08202873B2

関連ノート

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