Piperidine → 1-(3-Nitrophenyl)piperidine

HRID 49808

반응식

HRID 49808 반응식
F[C:2]1[CH:3]=[C:4]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:6][CH:7]=1.[NH:11]1[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1>O>[N+:8]([C:4]1[CH:3]=[C:2]([N:11]2[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]2)[CH:7]=[CH:6][CH:5]=1)([O-:10])=[O:9]

참가 물질

4

반응물 2

HCID 8082PiperidineHCID 98231-Fluoro-3-nitrobenzene

생성물 1

HCID 147652751-(3-Nitrophenyl)piperidine수율 93.7%

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
110 °C

실험 절차

A mixture of 3-fluoronitrobenzene (10.0 g, 70.9 mmol) and piperidine (14 ml, 141 mmol) was stirred at 110° C. for 3 days. After cooling water (200 ml) was added and the mixture was extracted with dichloromethane (3×100 ml). The combined organic extracts were washed with saturated aqueous sodium carbonate, dried over sodium sulfate and evaporated to dryness to leave 1-(3-nitrophenyl)piperidine (13.7 g, 93%) as an oil. This oil was dissolved in ethanol (150 ml) and was hydrogenated at ambient pressure using palladium on activated carbon as the catalyst to yield 2a (11.7 g, 100%) as an oil.

후처리

  1. additionwas added
  2. extractionthe mixture was extracted with dichloromethane (3×100 ml)
  3. washThe combined organic extracts were washed with saturated aqueous sodium carbonate
  4. dry with materialdried over sodium sulfate
  5. customevaporated to dryness

출처 및 근거

ORD 기록
ord-8640c46a70eb43b9aaefe11a8dfaddac
출처 데이터셋
uspto-grants-2004_03
특허 번호
US06710044B2

연결된 노트

불러오는 중…