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Pyridine → 4-Dimethylaminocyclohexanone 4-bromophenylhydrazone

HRID 1738076
ノート
印刷プレビュー

反応式

HRID 1738076 の反応式
[CH3:1][N:2]([CH3:10])[CH:3]1[CH2:8][CH2:7][C:6](=O)[CH2:5][CH2:4]1.Cl.[Br:12][C:13]1[CH:18]=[CH:17][C:16]([NH:19][NH2:20])=[CH:15][CH:14]=1.N1C=CC=CC=1.C(=O)([O-])[O-].[K+].[K+]>C(O)C>[Br:12][C:13]1[CH:18]=[CH:17][C:16]([NH:19][N:20]=[C:6]2[CH2:7][CH2:8][CH:3]([N:2]([CH3:10])[CH3:1])[CH2:4][CH2:5]2)=[CH:15][CH:14]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 1049PyridineHCID 11430Potassium CarbonateHCID 121574-Bromophenylhydrazine hydrochlorideHCID 103745454-(Dimethylamino)cyclohexan-1-one

生成物 1

HCID 226114894-Dimethylaminocyclohexanone 4-bromophenylhydrazone収率 87%

試薬・触媒・溶媒 1

HCID 702
Ethanol
溶媒

実験手順

To a mixture of 6.0 gm (42.0 mMol) 4-dimethylaminocyclohexanone and 9.5 gm (42.0 mMol) 4-bromophenylhydrazine hydrochloride in 100 mL ethanol were added 3.4 mL (42 mMol) pyridine. The resultant mixture was then heated at reflux for 2 hours and then stirred at ambient temperature for 18 hours. The reaction mixture was then treated with aqueous potassium carbonate and extracted well with dichloromethane. The organic phases were combined, dried over sodium sulfate and concentrated under reduced pressure. The resultant residue was treated with toluene and concentrated again under reduced pressure to give 11.3 gm (87%) of the desired compound.

後処理

  1. temperatureat reflux for 2 hours
  2. extractionextracted well with dichloromethane
  3. dry with materialdried over sodium sulfate
  4. concentrationconcentrated under reduced pressure
  5. additionThe resultant residue was treated with toluene
  6. concentrationconcentrated again under reduced pressure

出典と根拠

ORDレコード
ord-1ee396e5e6284e2a9b08cbf9b1c97711
出典データセット
uspto-grants-1999_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05962473

反応ノート

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