Sulfuric Acid → Tert-butyl 2-(2,3-difluoro-6-nitrophenyl)-3-oxobutanoate
Reaktionsgleichung
CCC([O-])(C)C.[Na+].[C:8]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])(=[O:13])[CH2:9][C:10]([CH3:12])=[O:11].[F:19][C:20]1[CH:25]=[CH:24][C:23]([N+:26]([O-:28])=[O:27])=[C:22](F)[C:21]=1[F:30].S(=O)(=O)(O)O>C1(C)C=CC=CC=1>[F:30][C:21]1[C:20]([F:19])=[CH:25][CH:24]=[C:23]([N+:26]([O-:28])=[O:27])[C:22]=1[CH:9]([C:10](=[O:11])[CH3:12])[C:8]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13]Komponenten
6
Reaktionsbedingungen
- Temperatur
- 40 °C
Versuchsvorschrift
To toluene (810 1) was charged sodium tert-pentoxide (91 kg, 2.3 eq). The mixture was heated to 40° C. and tert-butyl acetoacetate (124.3 kg, 2.2 eq) added. The mixture was heated to 70° C. and trifluoronitrobenzene (63.1 kg, 1.0 eq) added. The temperature was maintained at 70° C. for 3 hours. The mixture was cooled to 25° C. and 20% w/w sulphuric acid added to adjust the pH to 5. The lower aqueous layer was discarded and the organic layer washed twice with water (2×227 kg of water), with 2.3% w/w sodium bicarbonate (192 kg) and then water (192 kg). The organic layer was distilled under vacuum (50 mbar), removing 574 kg of distillate leaving a solution of tert-butyl 2-(2,3-difluoro-6-nitrophenyl)-3-oxobutanoate in toluene.
Aufarbeitung
- temperatureThe mixture was heated to 70° C.
- temperatureThe temperature was maintained at 70° C. for 3 hours
- temperatureThe mixture was cooled to 25° C.
- washthe organic layer washed twice with water (2×227 kg of water), with 2.3% w/w sodium bicarbonate (192 kg)
- distillationThe organic layer was distilled under vacuum (50 mbar)
- customremoving 574 kg
Quellen und Nachweise
- ORD-Eintrag
- ord-20a312d0e9154c008b74140f0e3ed602
- Quelldatensatz
- uspto-grants-2010_12
- Patentnummer
- US07851623B2
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