Hydrochloric Acid → (R)-(-)-1-(2-Pyrrolidinylmethyl)pyrrolidine
Reaktionsgleichung
[N:1]1([C:6]([C@H:8]2[CH2:12][CH2:11][CH2:10][NH:9]2)=O)[CH2:5][CH2:4][CH2:3][CH2:2]1.Cl>C1COCC1>[N:1]1([CH2:6][C@H:8]2[CH2:12][CH2:11][CH2:10][NH:9]2)[CH2:5][CH2:4][CH2:3][CH2:2]1Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
To a solution of pyrrolidin-1-yl-(R)-pyrrolidin-2-yl-methanone (1.2 g, 7.1 mmol) in THF (10 mL) at 0° C. was added BH3 (10 mL, 10 mmol). The mixture was heated to reflux for 16 hours. The reaction was acidified with HCl and concentrated. The residue was basified to pH 10 with 2N NaOH and extracted with 5% methanol in DCM. The organic layer was concentrated and purified on a silica gel column to give 800 mg (73%) of (R)-2-pyrrolidin-1-ylmethyl-pyrrolidine.
Aufarbeitung
- temperatureThe mixture was heated
- temperatureto reflux for 16 hours
- concentrationconcentrated
- extractionextracted with 5% methanol in DCM
- concentrationThe organic layer was concentrated
- custompurified on a silica gel column
Quellen und Nachweise
- ORD-Eintrag
- ord-83b40e70203c47ae8018ef209b198db5
- Quelldatensatz
- uspto-grants-2003_07
- Patentnummer
- US06599902B2
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