Benzyl Alcohol → Benzyl 2-bromo-2,2-difluoroacetate
Reaktionsgleichung
C(O[K])(C)(C)C.[Br:7][C:8]([F:15])([F:14])[C:9]([O:11][CH2:12][CH3:13])=[O:10].C(O)[C:17]1[CH:22]=[CH:21]C=[CH:19][CH:18]=1>CCCCCC>[Br:7][C:8]([F:15])([F:14])[C:9]([O:11][CH2:12][C:13]1[CH:21]=[CH:22][CH:17]=[CH:18][CH:19]=1)=[O:10]Komponenten
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 0 °C
Versuchsvorschrift
1.60 g (14 mmol) of t-butoxypotassium was added to a solution prepared by dissolving 20.30 g (0.1 mol) of ethyl 2-bromo-2,2-difluoroacetate in 140 ml of benzyl alcohol and 1200 ml of hexane at 0° C. in a nitrogen atmosphere. The mixture was stirred at 0° C. for 1 hour. After confirming disappearance of the raw materials by thin-layer chromatography (TLC), the reaction was terminated by adding 120 ml of concentrated hydrochloric acid. The mixture was washed twice with water, washed twice with a saturated sodium chloride solution, and dried over anhydrous sodium sulfate. After evaporating the solvent under reduced pressure, the product was purified by column chromatography to obtain 15.37 g of benzyl 2-bromo-2,2-difluoroacetate shown by the following formula (yield: 58%).
Aufarbeitung
- customprepared
- customthe reaction was terminated
- additionby adding 120 ml of concentrated hydrochloric acid
- washThe mixture was washed twice with water
- washwashed twice with a saturated sodium chloride solution
- dry with materialdried over anhydrous sodium sulfate
- customAfter evaporating the solvent under reduced pressure
- customthe product was purified by column chromatography
Quellen und Nachweise
- ORD-Eintrag
- ord-9264c0c0b74e4c7eb3037507ccd5ffd2
- Quelldatensatz
- uspto-grants-2014_05
- Patentnummer
- US08728706B2
Notizen zur Reaktion
Wird geladen…