Triphenylphosphine → Tert-butyl 4-cyanopiperidine-1-carboxylate

HRID 412582노트

반응식

HRID 412582 반응식
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([C:14](=O)[NH2:15])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>O1CCCC1.C(Cl)(Cl)(Cl)Cl>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([C:14]#[N:15])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

참가 물질

5

반응물 2

HCID 11776TriphenylphosphineHCID 27356461-(tert-Butoxycarbonyl)piperidine-4-carboxamide

생성물 1

HCID 1514443Tert-butyl 4-cyanopiperidine-1-carboxylate수율 67.9%

시약·촉매·용매 2

HCID 5943Carbon Tetrachloride용매HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 4-carbamoylpiperidine-1-carboxylic acid tert-butyl ester (5.6 g) in a mixture of tetrahydrofuran (110 ml) and carbon tetrachloride (90 ml) was added triphenylphosphine (24.4 g), and the mixture was stirred under reflux for 1.5 hours. After completion of the reaction, the reaction mixture was filtrated and the solvent was evaporated. The obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate=3:1) and dried under reduced pressure to give the title compound (3.5 g).

후처리

  1. temperatureunder reflux for 1.5 hours
  2. customAfter completion of the reaction
  3. filtrationthe reaction mixture was filtrated
  4. customthe solvent was evaporated
  5. customThe obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate=3:1)
  6. customdried under reduced pressure

출처 및 근거

ORD 기록
ord-b0eeebc1b0674525b0cabf437781de79
출처 데이터셋
uspto-grants-2003_05
특허 번호
US06562828B1

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