반응 #169517

반응 방정식

water

SOCl2

(2,2-difluoro-1,3-benzodioxol-5-yl)-methanol

SOCl2

→

5-chloromethyl-2,2-difluoro-1,3-benzodioxole

용매

MTBE

반응 조건

후처리

1. 1
   온도The temperature is increased to 30° C. for 1 hour
2. 2
   온도then cooled to 20° C.
3. 3
   온도maintaining the temperature at less than 30° C
4. 4
   기타to separate
5. 5
   workup.STIRRINGThe organic layer is stirred
6. 6
   workup.ADDITION10% (w/v) aq. NaOH (4.4 vol) is added
7. 7
   workup.STIRRINGAfter stirring for 15 to 20 minutes
8. 8
   기타to separate
9. 9
   건조The organic phase is then dried (Na2SO4)
10. 10
    여과filtered
11. 11
    농축concentrated

실험 절차

(2,2-difluoro-1,3-benzodioxol-5-yl)-methanol (1.0 eq) is dissolved in MTBE (5 vol). A catalytic amount of DMAP (1 mol %) is added and SOCl2 (1.2 eq) is added via addition funnel. The SOCl2 is added at a rate to maintain the temperature in the reactor at 15-25° C. The temperature is increased to 30° C. for 1 hour then cooled to 20° C. then water (4 vol) is added via addition funnel maintaining the temperature at less than 30° C. After stirring for an additional 30 minutes, the layers are allowed to separate. The organic layer is stirred and 10% (w/v) aq. NaOH (4.4 vol) is added. After stirring for 15 to 20 minutes, the layers are allowed to separate. The organic phase is then dried (Na2SO4), filtered, and concentrated to afford crude 5-chloromethyl-2,2-difluoro-1,3-benzodioxole that is used directly in the next step.

출처