Ammonium formate → methyl 3-[(2S)-2-aminopropyl]benzoate
Reaktionsgleichung
C1([C@@H]([NH:9][C@@H:10]([CH3:22])[CH2:11][C:12]2[CH:13]=[C:14]([CH:19]=[CH:20][CH:21]=2)[C:15]([O:17][CH3:18])=[O:16])C)C=CC=CC=1.C([O-])=O.[NH4+]>C(O)C.[OH-].[C+4].[Pd+2].[OH-].[OH-].[OH-].[OH-].[OH-]>[NH2:9][C@@H:10]([CH3:22])[CH2:11][C:12]1[CH:13]=[C:14]([CH:19]=[CH:20][CH:21]=1)[C:15]([O:17][CH3:18])=[O:16]Komponenten
5
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Reaktionsbedingungen
- Temperatur
- 80 °C
Versuchsvorschrift
To a solution of 280 mg of methyl 3-[(2S)-2-{[(1S)-1-phenylethyl]amino}propyl]benzoate in 6.8 ml of ethanol were added 30 mg of 20% palladium-carbon hydroxide (wet) and 320 mg of ammonium formate, followed by stirring at 80° C. for 4 hours. The reaction mixture was filtered over Celite and the solvent was then evaporated under reduced pressure. To the obtained residue were added a saturated aqueous sodium hydrogen carbonate solution and chloroform to carry out a layer separation operation, followed by drying over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure to obtain 180 mg of methyl 3-[(2S)-2-aminopropyl]benzoate.
Aufarbeitung
- filtrationThe reaction mixture was filtered over Celite
- customthe solvent was then evaporated under reduced pressure
- additionTo the obtained residue were added a saturated aqueous sodium hydrogen carbonate solution and chloroform
- customa layer separation operation
- dry with materialby drying over anhydrous magnesium sulfate
- customThe solvent was evaporated under reduced pressure
Quellen und Nachweise
- ORD-Eintrag
- ord-6aa1473429484d83946237626c3c6865
- Quelldatensatz
- uspto-grants-2016_09
- Patentnummer
- US09447090B2
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