Triethylamine → Methyl 1-(4-nitrophenyl)piperidine-4-carboxylate

HRID 2206246

반응식

HRID 2206246 반응식
[NH:1]1[CH2:6][CH2:5][CH:4]([C:7]([O:9][CH3:10])=[O:8])[CH2:3][CH2:2]1.F[C:12]1[CH:17]=[CH:16][C:15]([N+:18]([O-:20])=[O:19])=[CH:14][CH:13]=1.C(N(CC)CC)C>C(#N)C>[N+:18]([C:15]1[CH:16]=[CH:17][C:12]([N:1]2[CH2:6][CH2:5][CH:4]([C:7]([O:9][CH3:10])=[O:8])[CH2:3][CH2:2]2)=[CH:13][CH:14]=1)([O-:20])=[O:19]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 9590p-FluoronitrobenzeneHCID 424914Methyl isonipecotate

생성물 1

HCID 345002Methyl 1-(4-nitrophenyl)piperidine-4-carboxylate수율 76.3%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

A mixture of methyl piperidine-4-carboxylate (2.70 g), 1-fluoro-4-nitrobenzene (6.00 g) and triethylamine (6.80 g) in acetonitrile (60 mL) was refluxed overnight, and concentrated under reduced pressure. To the residue was added ethyl acetate, and the mixture was washed with water, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel chromatography (ethyl acetate/petroleum ether) to give the title compound (3.80 g).

후처리

  1. temperaturewas refluxed overnight
  2. concentrationconcentrated under reduced pressure
  3. additionTo the residue was added ethyl acetate
  4. washthe mixture was washed with water
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationconcentrated under reduced pressure
  7. customThe residue was purified by silica gel chromatography (ethyl acetate/petroleum ether)

출처 및 근거

ORD 기록
ord-1b4dd148c33443aa883800ede19644ec
출처 데이터셋
uspto-grants-2016_06
특허 번호
US09371320B2

연결된 노트

불러오는 중…