Reaction #8579

Reaction equation

(3S)-7,8-Difluoro-3-methyl-3,4-dihydro-2H-[1,4]benzoxazine·p-toluenesulfonate

sodium

→

title compound

Yield 99.6%

(3S)-7,8-Difluoro-3-methyl-3,4-dihydro-2H-[1,4]benzoxazine

Yield 99.6%

Solvents

AcOEt

Conditions

Workup

1. 1
   Extractionthe mixture was extracted with AcOEt
2. 2
   DryingThe organic layer was dried over anhydrous magnesium sulfate
3. 3
   Concentrationconcentrated under reduced pressure

Procedure

(3S)-7,8-Difluoro-3-methyl-3,4-dihydro-2H-[1,4]benzoxazine·p-toluenesulfonate (1 g) was suspended in AcOEt (10 ml) and then an aqueous solution of sodium hdyrogencarbonate (NaHCO3; 10 ml) was added thereto. After stirring at room temperature for 1 hour, the mixture was extracted with AcOEt. The organic layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure to thereby give the title compound (516 mg, 99.8% ee) as a yellow oily substance.

Source