Реакция #4840

Уравнение реакции

ether

methyl 3-bromo-3-methyl-{4-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]phenyl}propanoate

tetrahydrofuran

→

3-methyl-3-{4-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]phenyl}-2-propenoic acid

Условия реакции

Обработка

1. 1
   ДругоеThe resulting reaction mixture
2. 2
   Другоеthe reaction
3. 3
   ДругоеThe solvent can be removed
4. 4
   workup.DISSOLUTIONthe residual oil dissolved in ether
5. 5
   Другоеto obtain an ether solution which
6. 6
   Экстракцияcan be extracted with 1N hydrochloride acid
7. 7
   ТемператураThe resulting sodium hydroxide solution can be heated on the steam bath
8. 8
   Температураcooled
9. 9
   Другоеto obtain a product which
10. 10
    СушкаThe resulting ether solution can be dried with anhydrous magnesium sulfate
11. 11
    Фильтрацияfiltered
12. 12
    Другоеevaporated

Методика

To a solution of methyl 3-bromo-3-methyl-{4-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]phenyl}propanoate in tetrahydrofuran can be added an equivalent amount of 1,5-diazabicyclo[3.4.0]nonene-5. The resulting reaction mixture can be stirred at elevated temperature until thin layer chromatographic analysis of a reaction sample indicates the reaction to be complete. The solvent can be removed and the residual oil dissolved in ether to obtain an ether solution which can be extracted with 1N hydrochloride acid and then by 2N sodium hydroxide solution. The resulting sodium hydroxide solution can be heated on the steam bath, cooled and made acidic with concentrated hydrochloric acid to obtain a product which can be isolated from the aqueous phase with ether. The resulting ether solution can be dried with anhydrous magnesium sulfate, filtered, and evaporated to give 3-methyl-3-{4-[2,2,2-trifluoro-1-hydroxy-1-(trifluoromethyl)ethyl]phenyl}-2-propenoic acid.

Источник