Hydrochloric Acid → 1,4-Dihydro-1-phenylindeno[1,2-c]pyrazole

HRID 366382

反応式

HRID 366382 の反応式
O[CH:2]=[C:3]1[CH2:11][C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4]1=O.Cl.[C:14]1([NH:20][NH2:21])[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.Cl>C(O)C>[C:14]1([N:20]2[C:4]3[C:5]4[C:10]([CH2:11][C:3]=3[CH:2]=[N:21]2)=[CH:9][CH:8]=[CH:7][CH:6]=4)[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 60962Phenylhydrazine hydrochlorideHCID 37648821H-Inden-1-one, 2,3-dihydro-2-(hydroxymethylene)-

生成物 1

HCID 108790091,4-Dihydro-1-phenylindeno[1,2-c]pyrazole

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

2-Hydroxymethlene indan-1-one (Example 1(ii)(a) (6.0 g, 37.5 mmol), phenylhydrazine hydrochloride (Aldrich) (5.48 g, 37.9 mmol), 10 M hydrochloric acid (1 cm3) and ethanol (30 cm3) were stirred under reflux for 19 hours. After cooling, the solvent was evaporated under reduced pressure and the residue dissolved in dichloromethane, then washed with 2M sodium hydroxide. The organic layer was separated, dried (Na2SO4) filtered and concentrated in vacuo. Purification by Kugelrohr distillation afforded an off-white solid (150° C., 0.01 mmHg) m.p. 119-120° C.

後処理

  1. temperatureunder reflux for 19 hours
  2. temperatureAfter cooling
  3. customthe solvent was evaporated under reduced pressure
  4. dissolutionthe residue dissolved in dichloromethane
  5. washwashed with 2M sodium hydroxide
  6. customThe organic layer was separated
  7. dry with materialdried (Na2SO4)
  8. filtrationfiltered
  9. concentrationconcentrated in vacuo
  10. customPurification
  11. distillationby Kugelrohr distillation
  12. customafforded an off-white solid (150° C., 0.01 mmHg) m.p. 119-120° C.

出典と根拠

ORDレコード
ord-380d35a1d5e1462b8e71bdae12a790df
出典データセット
uspto-grants-2000_10
特許番号
US06130228

関連ノート

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