1-Boc-4-[(N-methoxy-N-methylcarbamoyl)methyl]piperidine → Tert-butyl 4-(2-oxopropyl)piperidine-1-carboxylate

HRID 335257Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 335257
[CH3:1][Mg]Cl.CON(C)[C:7](=[O:22])[CH2:8][CH:9]1[CH2:14][CH2:13][N:12]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[CH2:11][CH2:10]1>C1COCC1>[O:22]=[C:7]([CH3:1])[CH2:8][CH:9]1[CH2:10][CH2:11][N:12]([C:15]([O:17][C:18]([CH3:19])([CH3:20])[CH3:21])=[O:16])[CH2:13][CH2:14]1

Komponenten

4

Edukt 2

HCID 229287811-Boc-4-[(N-methoxy-N-methylcarbamoyl)methyl]piperidineHCID 178418332HCID 178418332, Verbindung

Produkt 1

HCID 12017169Tert-butyl 4-(2-oxopropyl)piperidine-1-carboxylateAusbeute 99,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

Added dropwise 3.0 M methylmagnesium chloride in THF (8.63 mL, 25.9 mmol) to a solution of tert-butyl 4-(2-(methoxy(methyl)amino)-2-oxoethyl)piperidine-1-carboxylate (5.93 g, 20.7 mmol) in THF (100 mL) at 0° C. Warmed to ambient temperature and stirred for 90 minutes. Partitioned between ether and 2N HCl, washed the organic layer twice with water, brine, dried, and concentrated to afford the title compound (4.95 g, 99.1% yield) as a clear oil.

Aufarbeitung

  1. customPartitioned between ether and 2N HCl
  2. washwashed the organic layer twice with water, brine
  3. customdried
  4. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-58e7c07da2244c68a3695f2048a78bbe
Quelldatensatz
uspto-grants-2014_11
Patentnummer
US08883828B2

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