Methanol → 1-Azabicyclo(2.2.2)octane-4-methanol
Reaktionsgleichung
Cl.[N:2]12[CH2:9][CH2:8][C:5]([C:10](O)=[O:11])([CH2:6][CH2:7]1)[CH2:4][CH2:3]2.CO>O1CCCC1>[N:2]12[CH2:9][CH2:8][C:5]([CH2:10][OH:11])([CH2:6][CH2:7]1)[CH2:4][CH2:3]2Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
To a stirred suspension of quinuclidine-4-carboxylic acid hydrochloride (100 mg, 0.523 mmol) in 3 mL of anhydrous tetrahydrofuran at 0° C. was added borane methylsulfide complex (42 mg, 0.553 mmol). The mixture was stirred at room temperature for 1 hr and heated to reflux overnight. The reaction was cooled to 0° C. and carefully treated with 1 mL of methanol. The solvent was then removed under reduced pressure to leave the desired alcohol. Yield 36 mg. MS (m/e): 141.
Aufarbeitung
- additionwas added borane methylsulfide complex (42 mg, 0.553 mmol)
- temperatureheated
- temperatureto reflux overnight
- temperatureThe reaction was cooled to 0° C.
- customThe solvent was then removed under reduced pressure
Quellen und Nachweise
- ORD-Eintrag
- ord-caa33e356052463987ee09802fdb503f
- Quelldatensatz
- uspto-grants-2012_02
- Patentnummer
- US08114891B2
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