Methyl iodide → 1-tert-Butyl 3-methyl piperidine-1,3-dicarboxylate

HRID 1842332Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1842332
[C:1]([N:8]1[CH2:13][CH2:12][CH2:11][CH:10]([C:14]([OH:16])=[O:15])[CH2:9]1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].[C:17](=O)([O-])[O-].[K+].[K+].IC>CN(C=O)C.O>[CH3:17][O:15][C:14]([CH:10]1[CH2:11][CH2:12][CH2:13][N:8]([C:1]([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2])[CH2:9]1)=[O:16]

Komponenten

6

Edukt 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 27356471-((Tert-butoxy)carbonyl)piperidine-3-carboxylic acid

Produkt 1

HCID 235906521-tert-Butyl 3-methyl piperidine-1,3-dicarboxylateAusbeute 93,6 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

Amine preparation: To a solution of 1-BOC-3-piperidine carboxylic acid (3.0 g) in DMF (25 mL) was added potassium carbonate (3.62 g) followed by iodomethane (4.07 mL). After 2.5 h the reaction was diluted with water and extracted into diethyl ether. The organic layer was washed with brine, separated and dried (MgSO4). The solvent was evaporated to give piperidine-1,3-dicarboxylic acid 1-tert-butyl ester 3-methyl ester (2.98 g).

Aufarbeitung

  1. extractionextracted into diethyl ether
  2. washThe organic layer was washed with brine
  3. customseparated
  4. dry with materialdried (MgSO4)
  5. customThe solvent was evaporated

Quellen und Nachweise

ORD-Eintrag
ord-e7969d52f8a743729983d6fa58dc24d9
Quelldatensatz
uspto-grants-2015_02
Patentnummer
US08946217B2

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