Reaktionsgleichung
[Na].C(O)C.[C:5](=[O:12])([O:9][CH2:10][CH3:11])OCC.[CH2:13]([N:15]1[C:23]2[C:18](=[CH:19][C:20]([C:24](=[O:31])[C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)=[CH:21][CH:22]=2)[CH2:17][C:16]1=[O:32])[CH3:14]>[Cl-].[Na+].O.C(Cl)Cl>[CH2:13]([N:15]1[C:23]2[C:18](=[CH:19][C:20]([C:24](=[O:31])[C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)=[CH:21][CH:22]=2)[CH:17]([C:5]([O:9][CH2:10][CH3:11])=[O:12])[C:16]1=[O:32])[CH3:14]Komponenten
7
Reaktionsbedingungen
- Temperatur
- 65 °C
Versuchsvorschrift
To a solution of 1.89 g. of sodium metal in 55 ml. of ethanol cooled to 0° C. was added 9.96 ml. of diethyl carbonate followed by 6.5 g. (27.43 mmoles) of 1-ethyl-5-benzoyloxindole. After heating for 2 hours at 65° C. on an oil bath, the reaction mixture was poured into a cold mixture of 250 ml. 1N hydrochloric, 250 ml. of a saturated brine solution and 200 ml. of methylene chloride. The organic phase was separated, dried and concentrated in vacuo. The excess diethylcarbonate was removed under high vacuum and the residue recrystallized from methylene chloride and cyclohexane, 2.1 g. 1st crop and 3.78 g. 2nd crop.
Aufarbeitung
- additionwas added 9.96 ml
- additionthe reaction mixture was poured into a cold mixture of 250 ml
- customThe organic phase was separated
- customdried
- concentrationconcentrated in vacuo
- customThe excess diethylcarbonate was removed under high vacuum
- customthe residue recrystallized from methylene chloride and cyclohexane, 2.1 g
Quellen und Nachweise
- ORD-Eintrag
- ord-9a5217c5cdf744c18baacb6833f72fe2
- Quelldatensatz
- uspto-grants-1987_02
- Patentnummer
- US04644005
Verknüpfte Notizen
Wird geladen…