Réaction #2358449

Équation de réaction

hydrochloric acid

methyl magnesium bromide diethyl ether

2,3,4,6-tetrafluorobenzoic acid

water

→

3,4,6-trifluoro-2-methylbenzoic acid

Rendement 92.0%

Solvants

diethyl ether

Conditions de réaction

Traitement

1. 1
   workup.ADDITIONAfter completion of dropwise addition
2. 2
   Températurethe reaction mixture was heated to room temperature
3. 3
   ExtractionThe reaction mixture was extracted with ethyl acetate
4. 4
   Autreseparated into liquids
5. 5
   AutreThe organic layer was separated
6. 6
   Séchagedried over anhydrous sodium sulfate
7. 7
   Concentrationconcentrated

Mode opératoire

200 mg of 2,3,4,6-tetrafluorobenzoic acid was dissolved in 10 ml of diethyl ether and cooled to −10° C. in an argon atmosphere. Then 1.72 ml of a methyl magnesium bromide-diethyl ether solution (3 moles/liter) was added dropwise. After completion of dropwise addition, the reaction mixture was heated to room temperature and stirred at room temperature for 17 hours. The reaction mixture was added to about 50 ml of cold water and adjusted to pH 1 with concentrated hydrochloric acid. The reaction mixture was extracted with ethyl acetate and separated into liquids. The organic layer was separated, dried over anhydrous sodium sulfate and concentrated to give 181 mg of 3,4,6-trifluoro-2-methylbenzoic acid (yield: 92%).

Source