Pyridine → Methyl 9-[(methanesulfonyl)oxy]nonanoate
Reaktionsgleichung
ClCCl.[OH:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]([O:15][CH3:16])=[O:14].N1C=CC=CC=1.[CH3:23][S:24](Cl)(=[O:26])=[O:25]>O>[CH3:23][S:24]([O:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]([O:15][CH3:16])=[O:14])(=[O:26])=[O:25]Komponenten
6
Edukt 4
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 0 °C
Versuchsvorschrift
Dichloromethane (20 mL) was added with methyl 9-hydroxynonanoate (2.1 g) and pyridine (1.8 g), stirred at 0° C., added with methanesulfonyl chloride (1.3 mL), gradually warmed to room temperature and stirred for one day. The reaction solution was added with water and then extracted twice with dichloromethane. The resulting organic layer was washed with 1 N hydrochloric acid and saturated sodium hydrogencarbonate solution. The organic layer was dried over anhydrous sodium sulfate, and then the solvent was removed. The resulting residue was purified by silica gel column chromatography to obtain methyl 9-(methanesulfonyloxy)nonanoate (2.1 g, yield: 68%).
Aufarbeitung
- temperaturegradually warmed to room temperature
- stirringstirred for one day
- extractionextracted twice with dichloromethane
- washThe resulting organic layer was washed with 1 N hydrochloric acid and saturated sodium hydrogencarbonate solution
- dry with materialThe organic layer was dried over anhydrous sodium sulfate
- customthe solvent was removed
- customThe resulting residue was purified by silica gel column chromatography
Quellen und Nachweise
- ORD-Eintrag
- ord-0244de36b0c44eb59446bbf75a78a0e3
- Quelldatensatz
- uspto-grants-2007_09
- Patentnummer
- US07264790B2
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