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

HRID 911933Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 911933
[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-a5cbaa1e64124c1fa7c53e71dc986c62
Quelldatensatz
uspto-grants-2011_09
Patentnummer
US08022223B2

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