N-Phenylisonicotinamide → N-Phenyl-4-piperidinecarboxamide

HRID 1389151

반응식

HRID 1389151 반응식
[C:1]1([NH:7][C:8]([C:10]2[CH:15]=[CH:14][N:13]=[CH:12][CH:11]=2)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>C(O)(=O)C.[Pt]=O>[C:1]1([NH:7][C:8]([CH:10]2[CH2:11][CH2:12][NH:13][CH2:14][CH2:15]2)=[O:9])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

참가 물질

4

반응물 1

HCID 220840N-Phenylisonicotinamide

생성물 1

HCID 590499N-Phenyl-4-piperidinecarboxamide수율 22%

시약·촉매·용매 2

HCID 82844Platinum oxide (PtO)촉매HCID 176Acetic Acid용매

실험 절차

4-(N-phenylcarbamoyl)pyridine [75.0 g, prepared as in Chem. Abs., 2013h (1958)] was hydrogenated in acetic acid (800 ml) using a platinum oxide catalyst at 50 p.s.i./30°. The catalyst was then removed by filtration, the solution evaporated, the residue basified to about pH 12 with sodium hydroxide, extracted with chloroform, and the organic extract discarded. The aqueous phase was evaporated to dryness, the residue boiled with chloroform, filtered and evaporated to leave 4-(N-phenylcarbamoyl)piperidine (17.0 g), m.p. 121°-127°. The hydrochloride salt, m.p. 231°-233°, was prepared in isopropanol from the free base and hydrogen chloride, and was recrystallised from isopropanol/ethyl acetate.

후처리

  1. custom30°
  2. customThe catalyst was then removed by filtration
  3. customthe solution evaporated
  4. extractionextracted with chloroform
  5. extractionthe organic extract
  6. customThe aqueous phase was evaporated to dryness
  7. filtrationfiltered
  8. customevaporated

출처 및 근거

ORD 기록
ord-ed91d820945c4c76a1e29bdf3346ec42
출처 데이터셋
uspto-grants-1981_01
특허 번호
US04243666

연결된 노트

불러오는 중…