N-Phenylisonicotinamide → N-Phenyl-4-piperidinecarboxamide

HRID 1389151

反応式

HRID 1389151 の反応式
[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

参加物

4

反応物 1

HCID 220840N-Phenylisonicotinamide

生成物 1

HCID 590499N-Phenyl-4-piperidinecarboxamide収率 22%

試薬・触媒・溶媒 2

HCID 82844Platinum oxide (PtO)触媒HCID 176Acetic Acid溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-ed91d820945c4c76a1e29bdf3346ec42
出典データセット
uspto-grants-1981_01
特許番号
US04243666

関連ノート

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