Reaktionsgleichung
[OH:1][CH2:2][C:3]1[CH:4]=[CH:5][C:6]([O:18][CH3:19])=[C:7]([CH:17]=1)[O:8][C:9]1[CH:10]=[C:11]([CH:14]=[CH:15][CH:16]=1)[C:12]#[N:13].N1C=CC=CC=1.Cl[C:27]([O:29][CH3:30])=[O:28]>O1CCCC1>[CH3:30][O:29][C:27](=[O:28])[O:1][CH2:2][C:3]1[CH:4]=[CH:5][C:6]([O:18][CH3:19])=[C:7]([O:8][C:9]2[CH:16]=[CH:15][CH:14]=[C:11]([C:12]#[N:13])[CH:10]=2)[CH:17]=1Komponenten
5
Versuchsvorschrift
In an 40 mL vial equipped with a stir bar was placed (17) (940 mg, 3.68 mmol), anhydrous tetrahydrofuran (18 mL) and pyridine (774 μL, 9.57 mmol). The resulting clear solution was cooled in an ice water bath for 10 minutes and then methyl chloroformate (626 μL, 8.10 mmol) was added and reaction mixture was slowly warmed to room temperature and reacted for 16 hours. The reaction was concentrated by a stream of nitrogen followed by treatment with water (50 mL) and 1M HCl (40 mL). The aqueous portion was extracted with dichloromethane (3×50 mL). The organic portions were combined, washed with brine (50 mL), dried (MgSO4) and concentrated to produce 1.09 g (95% yield) of (18) as a colorless, viscous oil.
Aufarbeitung
- customIn an 40 mL vial equipped with a stir bar
- temperatureThe resulting clear solution was cooled in an ice water bath for 10 minutes
- customreaction mixture
- customreacted for 16 hours
- concentrationThe reaction was concentrated by a stream of nitrogen
- extractionThe aqueous portion was extracted with dichloromethane (3×50 mL)
- washwashed with brine (50 mL)
- dry with materialdried (MgSO4)
- concentrationconcentrated
Quellen und Nachweise
- ORD-Eintrag
- ord-00af26ff232e4e4b8d8c5f40afbaca1b
- Quelldatensatz
- uspto-grants-2014_11
- Patentnummer
- US08877816B2
Verknüpfte Notizen
Wird geladen…