Reaktion #685999

Reaktionsgleichung

5-Bromo-2-fluoro-phenyl-methanol

pyridinium dichromate

→

product

Ausbeute 84.9%

1-(5-Bromo-2-fluoro-phenyl)-ethanone

Ausbeute 84.9%

Lösungsmittel

DCM

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONboth added into the flask
2. 2
   SonstigeThe resulting reaction mixture
3. 3
   Filtrationwas filtered through Celite
4. 4
   Waschenwashed with ether (500 mL×3)
5. 5
   EinengenThe combined filtrate was concentrated under reduced pressure
6. 6
   WaschenThe crude product was eluted through a short silica gel pad (3 inch in length) with 10% EtOAc in hexane

Vorschrift

5-Bromo-2-fluoro-phenyl-methanol (50.0 g, 228 mmol) along with 300 mL DCM was charged into 2 liter round bottom flask. Crushed pyridinium dichromate (171.0 g, 456 mmol) and powdered molecular sieves (10 g) were both added into the flask. The heterogeneous reaction mixture was stirred for 16 hours at 20° C. The resulting reaction mixture was filtered through Celite and washed with ether (500 mL×3). The combined filtrate was concentrated under reduced pressure. The crude product was eluted through a short silica gel pad (3 inch in length) with 10% EtOAc in hexane. The resulting product (42.0 g, yield=84%) was used in the following step.

Quelle