Reaktion #78995

Reaktionsgleichung

8-fluoro-4,4-dimethyl-dihydro-benzo[d][1,3]oxazin-2-one

bromine

→

6-bromo-8-fluoro-4,4-dimethyl-dihydro-benzo[d][1,3]oxazin-2-one

Ausbeute 84.0%

Lösungsmittel

acetic acid

acetic acid

Reaktionsbedingungen

Aufarbeitung

1. 1
   Einengenthe mixture was concentrated
2. 2
   Sonstigethe residue obtained
3. 3
   Sonstigewas purified by a silica gel column (hexane:ethyl acetate/4:1)

Vorschrift

To a solution of 8-fluoro-4,4-dimethyl-dihydro-benzo[d][1,3]oxazin-2-one (0.15 g, 0.77 mmol) in acetic acid (5 mL) was added dropwise a solution of bromine (0.37 g, 2.31 mmol) in acetic acid (5 mL) under nitrogen at rt. After stirring for 10 minutes, the mixture was concentrated and the residue obtained was purified by a silica gel column (hexane:ethyl acetate/4:1) to afford 6-bromo-8-fluoro-4,4-dimethyl-dihydro-benzo[d][1,3]oxazin-2-one as an off-white solid (0.176 g, 84%) which was used in next step without further purification.

Quelle