Sodium Bicarbonate → HCID 59177295, Verbindung
Reaktionsgleichung
[C:1]1([C@@H:7]2[O:12][CH2:11][CH2:10][NH:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Cl:13][C:14]1[N:19]=[CH:18][C:17]([CH:20]=O)=[CH:16][CH:15]=1.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+].C(=O)(O)[O-].[Na+]>ClC(Cl)C>[Cl:13][C:14]1[N:19]=[CH:18][C:17]([CH2:20][N:9]2[CH2:10][CH2:11][O:12][C@@H:7]([C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)[CH2:8]2)=[CH:16][CH:15]=1Komponenten
6
Versuchsvorschrift
10 g of (S)-2-Phenyl-morpholine was dissolved in 610 mL of dichloroethane. 10.407 g of 6-Chloropyridine-3-carboxaldehyde was added and the reaction stirred at room temperature for 30 minutes followed by addition of 23.4 g of sodium triacetoxyborohydride. After stirring overnight at room temperature, the solution was poured into an aqueous saturated sodium bicarbonate solution and the layers separated. The organic layer was washed several times with aqueous saturated sodium bicarbonate solution followed by brine. It was then dried over sodium sulfate, filtered and concentrated in vacuo. Purification was accomplished by flash chromatography to afford 11.23 g of product. 63.5% yield. EI m/z 289=MH+
Aufarbeitung
- stirringAfter stirring overnight at room temperature
- customthe layers separated
- washThe organic layer was washed several times with aqueous saturated sodium bicarbonate solution
- dry with materialIt was then dried over sodium sulfate
- filtrationfiltered
- concentrationconcentrated in vacuo
- customPurification
Quellen und Nachweise
- ORD-Eintrag
- ord-42d9c266a6524a7caaa7d7da320ac266
- Quelldatensatz
- uspto-grants-2011_04
- Patentnummer
- US07928103B2
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