methyl 4-amino-1-benzylpiperidine-4-carboxylate → HCID 22020939, Verbindung
Reaktionsgleichung
[H-].[H-].[H-].[H-].[Li+].[Al+3].[NH2:7][C:8]1([C:21](OC)=[O:22])[CH2:13][CH2:12][N:11]([CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH2:10][CH2:9]1>C1COCC1>[NH2:7][C:8]1([CH2:21][OH:22])[CH2:13][CH2:12][N:11]([CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH2:10][CH2:9]1Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 0 °C
Versuchsvorschrift
To a 1 L 4-neck round bottom flask was added LAH (9.42 g, 248 mmol) in dry THF (1000 mL) and the reaction mixture was cooled to 0° C. A solution of methyl 4-amino-1-benzylpiperidine-4-carboxylate (47.0 g, 165 mmol) in dry THF (250 ml) was added and the reaction mixture was allowed to warm to room temperature. The reaction mixture was cooled to 0° C. and quenched with water and filtered. The solid was washed with 50 ml of ethyl acetate. The organic layer of the filtrate was separated, washed with 2×200 ml portions of water and 200 ml of brine, dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure to afford the title compound.
Aufarbeitung
- temperatureto warm to room temperature
- temperatureThe reaction mixture was cooled to 0° C.
- customquenched with water
- filtrationfiltered
- washThe solid was washed with 50 ml of ethyl acetate
- customThe organic layer of the filtrate was separated
- washwashed with 2×200 ml portions of water and 200 ml of brine
- dry with materialdried over anhydrous sodium sulfate
- filtrationfiltered
- concentrationconcentrated under reduced pressure
Quellen und Nachweise
- ORD-Eintrag
- ord-445bfa250f244e158b36270e9900faef
- Quelldatensatz
- uspto-grants-2013_02
- Patentnummer
- US08367706B2
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