4-Carbamoyl-1-phenyl-pyridinium hydrochloride → 1-Phenylpiperidine-4-carboxamide

HRID 2233285

反応式

HRID 2233285 の反応式
Cl.[C:2]([C:5]1[CH:10]=[CH:9][N+:8]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[CH:7][CH:6]=1)(=[O:4])[NH2:3]>[Pd].C(O)C.CCO>[C:11]1([N:8]2[CH2:9][CH2:10][CH:5]([C:2]([NH2:3])=[O:4])[CH2:6][CH2:7]2)[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1

参加物

4

反応物 1

HCID 686786254-Carbamoyl-1-phenyl-pyridinium hydrochloride

生成物 1

HCID 105843391-Phenylpiperidine-4-carboxamide収率 35.1%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 57419690EtOH Ethanol溶媒

実験手順

2.0 g palladium on charcoal (10%) were added to a solution of 22.7 g 4-Carbamoyl-1-phenyl-pyridinium hydrochloride in 500 ml ethanol EtOH. The reaction mixture was stirred at room temperature under an atmosphere of hydrogen at 3 bar for one hour. The catalyst was filtered off through a pad of celite and washed with ethanol. The filtrate was evaporated in vacuo. The resulting residue was purified by flash chromatography on silica gel with the eluent ethyl acetate:methanol=9:1=>4:1 to obtain 6.9 g 1-Phenyl-piperidine-4-carboxylic acid amide as a solid.

後処理

  1. filtrationThe catalyst was filtered off through a pad of celite
  2. washwashed with ethanol
  3. customThe filtrate was evaporated in vacuo
  4. customThe resulting residue was purified by flash chromatography on silica gel with the eluent ethyl acetate

出典と根拠

ORDレコード
ord-89dece25bbe4465f8c61ac5c56ea27e6
出典データセット
uspto-grants-2010_05
特許番号
US07709481B2

関連ノート

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