Reaction #2307969

Reaction equation

4-acetoxy styrene

chloroform

3-chloroperoxybenzoicacid

→

4-acetoxy styreneoxide

Yield 83.7%

Solvents

water

Conditions

Workup

1. 1
   OtherAfter completion of the reaction
2. 2
   Otherthe 3-chlorobenzoicacid (by-product) was removed
3. 3
   Filtrationby filtering the product
4. 4
   Otherthe residual 3-chlorobenzoicacid was removed
5. 5
   Washby washing 2 times with saturated sodium sulfite aqueous solution, 1 time with saturated sodium bicarbonate aqueous solution, 1 time with saturated sodium chloride aqueous solution, and 1 time with distilled water
6. 6
   DryingNext, the product was dried with magnesium sulfate, and chloroform
7. 7
   Otherwas removed under reduced pressure
8. 8
   Otherdried for 1 day

Procedure

30 g of 4-acetoxy styrene and 1 L of chloroform were added into a 2 L reactor, and was stirred and cooled in iced water. 47 g of 3-chloroperoxybenzoicacid were added into the cooled solution, and the reaction was carried out at room temperature for 24 hours. After completion of the reaction, the 3-chlorobenzoicacid (by-product) was removed by filtering the product, and then the residual 3-chlorobenzoicacid was removed by washing 2 times with saturated sodium sulfite aqueous solution, 1 time with saturated sodium bicarbonate aqueous solution, 1 time with saturated sodium chloride aqueous solution, and 1 time with distilled water. Next, the product was dried with magnesium sulfate, and chloroform was removed under reduced pressure, and then the product was vacuum dried for 1 day to obtain 27.6 g of the pure 4-acetoxy styreneoxide.

Source