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HCID 58906458, Verbindung → Tert-butyl 4-methoxy-4-((methylamino)methyl)piperidine-1-carboxylate

HRID 1294582
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Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1294582
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][C:11]([CH2:16][N:17](CC2C=CC=CC=2)[CH3:18])([O:14][CH3:15])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]>C(OCC)(=O)C.[Pd]>[C:1]([O:5][C:6]([N:8]1[CH2:9][CH2:10][C:11]([O:14][CH3:15])([CH2:16][NH:17][CH3:18])[CH2:12][CH2:13]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 1

HCID 58906458HCID 58906458, Verbindung

Produkt 1

HCID 58906435Tert-butyl 4-methoxy-4-((methylamino)methyl)piperidine-1-carboxylateAusbeute 86 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysator2×HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

Amine (36) (55 g, 158 mmol) was dissolved in ethyl acetate (500 ml). Pd—C (10%, wet, 5 g) was added and the mixture was stirred for 23 h under hydrogen atmosphere (1 bar). TLC analysis revealed incomplete conversion. Extra Pd—C (2.5 g) was added and the mixture was stirred under H2 (1 bar) for 110 h. NMR analysis revealed complete conversion. The mixture was filtrated over Celite, the Celite crop was washed with ethyl acetate and the filtrate was evaporated to dryness. The residue was purified by distillation (bulb to bulb, 0.04 mbar, 130° C.) giving 35 g of compound (37) (86%) as colorless oil.

Aufarbeitung

  1. stirringthe mixture was stirred under H2 (1 bar) for 110 h
  2. filtrationThe mixture was filtrated over Celite
  3. washthe Celite crop was washed with ethyl acetate
  4. customthe filtrate was evaporated to dryness
  5. distillationThe residue was purified by distillation (bulb to bulb, 0.04 mbar, 130° C.)

Quellen und Nachweise

ORD-Eintrag
ord-d0b2ac0b9ca14da9a693a28c02d6dc1c
Quelldatensatz
uspto-grants-2007_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07241770B2

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