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

HRID 1904617노트

반응식

HRID 1904617 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 7237O-Xylene용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-7bb6848790504811ab16e011c0c3e465
출처 데이터셋
uspto-grants-1989_06
특허 번호
US04839360

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