반응 #46179

반응 방정식

Thionyl chloride

(2,2-difluoro-benzo[1,3]dioxol-5-yl)-methanol

→

5-chloromethyl-2,2-difluoro-benzo[1,3]dioxole

수율 56.1%

용매

dichloromethane

반응 조건

후처리

1. 1
   기타evaporated to dryness
2. 2
   기타The residue was partitioned between an aqueous solution of saturated sodium bicarbonate (100 mL) and dichloromethane (100 mL)
3. 3
   추출The separated aqueous layer was extracted with dichloromethane (150 mL)
4. 4
   건조the organic layer was dried over sodium sulfate
5. 5
   여과filtered
6. 6
   기타evaporated to dryness

실험 절차

Thionyl chloride (45 g, 38 mmol) was slowly added to a solution of (2,2-difluoro-benzo[1,3]dioxol-5-yl)-methanol (7.2 g, 38 mmol) in dichloromethane (200 mL) at 0° C. The resulting mixture was stirred overnight at room temperature and then evaporated to dryness. The residue was partitioned between an aqueous solution of saturated sodium bicarbonate (100 mL) and dichloromethane (100 mL). The separated aqueous layer was extracted with dichloromethane (150 mL) and the organic layer was dried over sodium sulfate, filtered, and evaporated to dryness to give crude 5-chloromethyl-2,2-difluoro-benzo[1,3]dioxole (4.4 g) which was used directly in the next step.

출처