p-Toluenesulfonic acid → 6-(4-Chlorophenyl)-1-phenyl-2-piperidone

HRID 1904617ノート

反応式

HRID 1904617 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[O:14][C:12](=O)[CH2:11][CH2:10][CH2:9]2)=[CH:4][CH:3]=1.[NH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.C1(C)C=CC(S(O)(=O)=O)=CC=1>C1(C)C(C)=CC=CC=1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]2[N:15]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[C:12](=[O:14])[CH2:11][CH2:10][CH2:9]2)=[CH:6][CH:7]=1

参加物

5

反応物 3

HCID 6101p-Toluenesulfonic acidHCID 6115AnilineHCID 138480605-(4-Chlorophenyl)-delta-valerolactone

生成物 1

HCID 145768146-(4-Chlorophenyl)-1-phenyl-2-piperidone収率 22.1%

試薬・触媒・溶媒 1

HCID 7237O-Xylene溶媒

実験手順

A mixture of 200 mg of 5-(4-chlorophenyl)-δ-valerolactone, 0.5 g of aniline, 20 mg of p-toluenesulfonic acid and 10 ml of xylene was refluxed for 6 hours. After removal of solvent, the residue was extracted with ethyl acetate. The extract was washed with diluted hydrochloric acid and a saturated aqueous sodium chloride solution and dried. After removal of the solvent, the residue was purified, by silica gel thin layer chromatography (solvent; chloroform:methanol=10:1) to give 60 mg of 6-(4-chlorophenyl)-1-phenyl-2-piperidone.

後処理

  1. temperaturewas refluxed for 6 hours
  2. customAfter removal of solvent
  3. extractionthe residue was extracted with ethyl acetate
  4. washThe extract was washed with diluted hydrochloric acid
  5. dry with materiala saturated aqueous sodium chloride solution and dried
  6. customAfter removal of the solvent
  7. customthe residue was purified, by silica gel thin layer chromatography (solvent; chloroform:methanol=10:1)

出典と根拠

ORDレコード
ord-7bb6848790504811ab16e011c0c3e465
出典データセット
uspto-grants-1989_06
特許番号
US04839360

反応ノート

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