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

HRID 57572

Reaktionsgleichung

Reaktionsgleichung von HRID 57572
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]

Komponenten

6

Edukt 4

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

Produkt 1

HCID 345002Methyl 1-(4-nitrophenyl)piperidine-4-carboxylateAusbeute 58,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

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.

Aufarbeitung

  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)

Quellen und Nachweise

ORD-Eintrag
ord-c3d4a95262ab4a52a41411a3f3da7c02
Quelldatensatz
uspto-grants-2016_09
Patentnummer
US09434726B2

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