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

HRID 57572

반응식

HRID 57572 반응식
F[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][CH:3]=1.[NH:11]1[CH2:16][CH2:15][CH:14]([C:17]([O:19][CH3:20])=[O:18])[CH2:13][CH2:12]1.C([O-])([O-])=O.[K+].[K+].O>C(#N)C>[N+:8]([C:5]1[CH:6]=[CH:7][C:2]([N:11]2[CH2:16][CH2:15][CH:14]([C:17]([O:19][CH3:20])=[O:18])[CH2:13][CH2:12]2)=[CH:3][CH:4]=1)([O-:10])=[O:9]

참가 물질

6

반응물 4

HCID 962WaterHCID 9590p-FluoronitrobenzeneHCID 11430Potassium CarbonateHCID 424914Methyl isonipecotate

생성물 1

HCID 345002Methyl 1-(4-nitrophenyl)piperidine-4-carboxylate수율 58.6%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

A solution of 1-fluoro-4-nitrobenzene (3.5 g, 24.81 mmol), methyl piperidine-4-carboxylate (4.26 g, 29.77 mmol) and K2CO3 in 40 mL of ACN, was stirred at reflux overnight. The mixture was added to 150 mL of water, extracted with EA, dried over Na2SO4. The volatiles were removed in vacuo, and the residue was purified by chromatography with PE/EA (10:1˜2:1) to give 3.84 g of methyl 1-(4-nitrophenyl)piperidine-4-carboxylate.

후처리

  1. temperatureat reflux overnight
  2. extractionextracted with EA
  3. dry with materialdried over Na2SO4
  4. customThe volatiles were removed in vacuo
  5. customthe residue was purified by chromatography with PE/EA (10:1˜2:1)

출처 및 근거

ORD 기록
ord-c3d4a95262ab4a52a41411a3f3da7c02
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09434726B2

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