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

HRID 2233285

반응식

HRID 2233285 반응식
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

참가 물질

4

반응물 1

HCID 686786254-Carbamoyl-1-phenyl-pyridinium hydrochloride

생성물 1

HCID 105843391-Phenylpiperidine-4-carboxamide수율 35.1%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 57419690EtOH Ethanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-89dece25bbe4465f8c61ac5c56ea27e6
출처 데이터셋
uspto-grants-2010_05
특허 번호
US07709481B2

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