Reacción #354955

Ecuación de reacción

nitronium tetrafluoroborate

tetramethylene sulfone

3,4-dihydro-2H-1,5-benzodioxepin-3-spiro-2'-oxirane

→

7-Nitro-3,4-dihydro-2H-1,5-benzodioxepin-3-spiro-2'-oxirane

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONadded during 30 minutes
2. 2
   OtroThe cooling bath then is removed
3. 3
   workup.ADDITIONpoured into ice and water
4. 4
   Extracciónthe product extracted with ether
5. 5
   Secadothe ether solution dried over magnesium sulfate
6. 6
   Otroevaporated
7. 7
   OtroThe product obtained
8. 8
   Otrocrystallization
9. 9
   workup.ADDITIONfrom a mixture of chloroform and petroleum ether

Procedimiento

A mixture of 0.11 mole of nitronium tetrafluoroborate and 60 g. tetramethylene sulfone is stirred at 10° C. and 0.1 mole of 3,4-dihydro-2H-1,5-benzodioxepin-3-spiro-2'-oxirane, prepared as described in Example 57, Step A, added during 30 minutes. The cooling bath then is removed and the mixture stirred an additional 20 minutes at 35° C., poured into ice and water, the product extracted with ether, the ether solution dried over magnesium sulfate and evaporated. The product obtained following crystallization from a mixture of chloroform and petroleum ether is 7-nitro-3,4-dihydro-2H-1,5-benzodioxepin-3-spiro-2'-oxirane.

Fuente