Reaction #1328418

Reaction equation

sulfuric acid

8-methylthio-3a,4-dihydro-3H-indeno[1,2-c]isoxazole

bromine

→

5-Bromo-8-methylthio-3a,4-dihydro-3H-indeno[1,2-c]isoxazole

Solvents

water

Conditions

Workup

1. 1
   workup.STIRRINGthis mixture was stirred for 1.5 hours
2. 2
   Filtrationthe precipitated solid was filtered off with suction
3. 3
   Washwashed
4. 4
   Otherdried

Procedure

120 ml of sulfuric acid (98 percent strength) were cooled to 0° C., and 11.2 g (54.8 mmol) of 8-methylthio-3a,4-dihydro-3H-indeno[1,2-c]isoxazole were added a little at a time. 9.2 g (57.5 mmol) of bromine were then added dropwise, and stirring was continued at 0° C. for another 2 hours. The resulting solution was poured into 2 l of a mixture of water and ice, this mixture was stirred for 1.5 hours and the precipitated solid was filtered off with suction and then washed and dried. This gave 11.4 g (73%) of 5-bromo-8-methylthio-3a,4-dihydro-3H-indeno[1,2-c]isoxazole of a brown solid having a m.p. of 127–135° C.

Source