Реакция #46179

Уравнение реакции

Thionyl chloride

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

→

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

Выход 56.1%

Растворители

dichloromethane

Условия реакции

Обработка

1. 1
   Другоеevaporated to dryness
2. 2
   ДругоеThe residue was partitioned between an aqueous solution of saturated sodium bicarbonate (100 mL) and dichloromethane (100 mL)
3. 3
   ЭкстракцияThe separated aqueous layer was extracted with dichloromethane (150 mL)
4. 4
   Сушкаthe organic layer was dried over sodium sulfate
5. 5
   Фильтрацияfiltered
6. 6
   Другоеevaporated to dryness

Методика

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.

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