Acetylacetone → 5-bromo-2-(3,5-dimethyl-1H-pyrazol-1-yl)phenol

HRID 337355ノート

反応式

HRID 337355 の反応式
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([NH:9][NH2:10])=[C:6]([OH:8])[CH:7]=1.C[C:12]1[CH:17]=[CH:16]C(S([O-])(=O)=O)=[CH:14][CH:13]=1.C(CC(=O)C)(=O)C>C(O)C>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([N:9]2[C:17]([CH3:16])=[CH:12][C:13]([CH3:14])=[N:10]2)=[C:6]([OH:8])[CH:7]=1

参加物

4

反応物 2

HCID 31261AcetylacetoneHCID 1317320185-Bromo-2-hydrazinylphenol;4-methylbenzenesulfonate

生成物 1

HCID 601440505-bromo-2-(3,5-dimethyl-1H-pyrazol-1-yl)phenol収率 101.2%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

5-bromo-2-hydrazinylphenol 4-methylbenzenesulfonate (0.9 g) and acetylacetone (0.8 g) were added to ethanol (25 mL) refluxed for 1 h. Then the reaction mixture was cooled to room temperature and the solvent was evaporated under reduced pressure. The residue was dissolved in ethyl acetate (50 mL) and washed with saturated sodium bicarbonate solution (20 mL×2). The organic layer was dried over anhydrous Na2SO4, and concentrated under reduced pressure. The resulting residue was chromatographed over silica gel column eluted with hexane/ethyl acetate (4:1) to yield the title compound (650 mg).

後処理

  1. temperaturerefluxed for 1 h
  2. customthe solvent was evaporated under reduced pressure
  3. dissolutionThe residue was dissolved in ethyl acetate (50 mL)
  4. washwashed with saturated sodium bicarbonate solution (20 mL×2)
  5. dry with materialThe organic layer was dried over anhydrous Na2SO4
  6. concentrationconcentrated under reduced pressure
  7. customThe resulting residue was chromatographed over silica gel column
  8. washeluted with hexane/ethyl acetate (4:1)

出典と根拠

ORDレコード
ord-1d041e77e4bc4bbc9c1e349d38beb363
出典データセット
uspto-grants-2014_11
特許番号
US08889727B2

反応ノート

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