Реакция #2028871

Уравнение реакции

HCl

Ethyl difluoroacetate

sodium methoxide

3′-fluoro-4′-methoxyacetophenone

→

4,4-difluoro-1-(3-fluoro-4-methoxyphenyl)-butane-1,3-dione

Растворители

methyl tert-butyl ether

Условия реакции

Обработка

1. 1
   ДругоеThe organic layer was collected
2. 2
   Промывкаwashed with water (2×50 mL)
3. 3
   Сушкаdried over anhydrous MgSO4
4. 4
   Фильтрацияfiltered
5. 5
   workup.ADDITIONadded to hexanes
6. 6
   Другоеto precipitate a tan solid (7.0 g, 96%)

Методика

Ethyl difluoroacetate (4.06 g, 32.7 mmol) was placed in a 250 mL Erlenmeyer flask, and dissolved in methyl tert-butyl ether (50 mL). To the stirred solution was added 25% sodium methoxide (7.07 g, 32.7 mmol) followed by 3′-fluoro-4′-methoxyacetophenone from Step 1 (5.0 g, 29.7 mmol). After stirring for 16 hours, 1N HCl (50 mL) was added. The organic layer was collected, washed with water (2×50 mL), dried over anhydrous MgSO4, filtered, and added to hexanes to precipitate a tan solid (7.0 g, 96%): mp 70°-72° C.; 1H NMR (DMSO-d6) 8.0 (m, 3H), 7.3 (t, 1H), 6.9 (s, 1H), 6.5 (t, 1H), 3.9 (s, 3H).

Источник