Reacción #302898

Ecuación de reacción

methyl 2-fluoro-3-methylthio-4-(trifluoromethyl)benzoate

sodium methoxide

→

methyl 2-methoxy-3-methylthio-4-(trifluoromethyl)benzoate

Rendimiento 18.3%

Disolventes

methanol

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturawas heated
2. 2
   Temperaturaunder reflux for 6 h
3. 3
   ConcentraciónFor work-up, the mixture was concentrated on a rotary evaporator
4. 4
   Extracciónthe mixture was extracted with dichloromethane
5. 5
   OtroThe organic phase was dried
6. 6
   Extracciónextracted with ethyl acetate
7. 7
   OtroThe organic phase was dried

Procedimiento

A mixture of 19.9 g (74.2 mmol) of methyl 2-fluoro-3-methylthio-4-(trifluoromethyl)benzoate and 40.1 g (30% by weight, 223 mmol) of sodium methoxide in 250 ml of methanol was heated under reflux for 6 h. For work-up, the mixture was concentrated on a rotary evaporator, the residue was taken up in water and the mixture was extracted with dichloromethane. The organic phase was dried and the filtrate was freed from the solvent. This gave 15.9 g of methyl 2-methoxy-3-methylthio-4-(trifluoromethyl)benzoate as residue. The aqueous phase from the extractive work-up was acidified with dilute hydrochloric acid and extracted with ethyl acetate. The organic phase was dried and the filtrate was freed from the solvent. This gave an additional 3.80 g of methyl 2-methoxy-3-methylthio-4-(trifluoromethyl)benzoate as residue.

Fuente