2,4-Dimethoxybenzylamine → Methyl 2-(3-(2,4-dimethoxybenzylamino)cyclobutyl)acetate

HRID 1404375Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1404375
O=[C:2]1[CH2:5][CH:4]([CH2:6][C:7]([O:9][CH3:10])=[O:8])[CH2:3]1.[CH3:11][O:12][C:13]1[CH:18]=[C:17]([O:19][CH3:20])[CH:16]=[CH:15][C:14]=1[CH2:21][NH2:22]>[Pd].CO>[CH3:11][O:12][C:13]1[CH:18]=[C:17]([O:19][CH3:20])[CH:16]=[CH:15][C:14]=1[CH2:21][NH:22][CH:2]1[CH2:5][CH:4]([CH2:6][C:7]([O:9][CH3:10])=[O:8])[CH2:3]1

Komponenten

5

Edukt 2

HCID 5972502,4-DimethoxybenzylamineHCID 57686718Methyl 2-(3-oxocyclobutyl)acetate

Produkt 1

HCID 86722980Methyl 2-(3-(2,4-dimethoxybenzylamino)cyclobutyl)acetateAusbeute 96,7 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

To methyl 2-(3-oxocyclobutyl)acetate (426 mg) and (2,4-dimethoxyphenyl)methanamine (501 mg) in a flask was added MeOH (20 mL) and Pd/C (10%, 100 mg). The reaction mixture was stirred under hydrogen atmosphere for overnight. Catalyst was removed by filtration through the Celite pad. Removal of the solvent afforded the crude product (850 mg) which was used directly to the next step without further purification.

Aufarbeitung

  1. customCatalyst was removed by filtration through the Celite pad
  2. customRemoval of the solvent

Quellen und Nachweise

ORD-Eintrag
ord-5bb4f1d4744f48f28d4f81e3eb256e56
Quelldatensatz
uspto-grants-2014_12
Patentnummer
US08912169B2

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