Water → Methyl 1-benzylpiperidine-4-carboxylate

HRID 42561

Reaktionsgleichung

Reaktionsgleichung von HRID 42561
[NH:1]1[CH2:6][CH2:5][CH:4]([C:7]([O:9][CH3:10])=[O:8])[CH2:3][CH2:2]1.C(N(CC)CC)C.[CH2:18](Br)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.O>C(Cl)(Cl)Cl>[CH2:18]([N:1]1[CH2:6][CH2:5][CH:4]([C:7]([O:9][CH3:10])=[O:8])[CH2:3][CH2:2]1)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Komponenten

6

Edukt 4

HCID 962Water2×HCID 7498Benzyl BromideHCID 8471TriethylamineHCID 424914Methyl isonipecotate

Produkt 1

HCID 11436222Methyl 1-benzylpiperidine-4-carboxylateAusbeute 924,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel2×

Versuchsvorschrift

To a solution of methyl piperidine-4-carboxylate (10.00 g, 6.4 mmol) and triethylamine (10.32 g, 10.2 mmol) in CHCl3 (100 mL), benzyl bromide (14.69 g, 8.6 mmol) was added under argon atmosphere while cooling with a water and ice bath. The mixture was stirred at room temperature overnight. CHCl3 and water were added and the two phases were separated. The aqueous phase was extracted with CHCl3. The organic phase was dried over Na2SO4 and concentrated to dryness, to afford 13.80 g of the desired compound as an orange solid (yield: 88%).

Aufarbeitung

  1. customthe two phases were separated
  2. extractionThe aqueous phase was extracted with CHCl3
  3. dry with materialThe organic phase was dried over Na2SO4
  4. concentrationconcentrated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-613a553cbe3646d580f88062a12ccac2
Quelldatensatz
uspto-grants-2013_09
Patentnummer
US08536194B2

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