Reacción #77814

Ecuación de reacción

methanol

methyl 3-[4-methoxy-3-[N-(4-trifluoromethylbenzyl)]carbamoylphenyl]-2-(methylsulfonyl)propionate

sodium hydroxide

→

aimed product

Rendimiento 74.9%

3-[4-Methoxy-3-[N-(4-trifluoromethylbenzyl)]carbamoylphenyl]-2-(methylsulfonyl)propionic acid

Rendimiento 74.9%

Disolventes

water

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONwere added
2. 2
   Lavadowashed with diethyl ether
3. 3
   Extracciónwas extracted with methylene chloride
4. 4
   LavadoThe organic layer was washed with water and saturated brine in sequence
5. 5
   Secadodried over anhydrous sodium sulfate
6. 6
   workup.DISTILLATIONSolvent was distilled off under reduced pressure
7. 7
   Otrothe crystals obtained
8. 8
   Otrowere recrystallized from diethyl ether-ethyl acetate

Procedimiento

Into 6 ml of methanol were dissolved 300 mg of methyl 3-[4-methoxy-3-[N-(4-trifluoromethylbenzyl)]carbamoylphenyl]-2-(methylsulfonyl)propionate, 0.7 ml of 1 mol/l aqueous solution of sodium hydroxide were added, and the mixture was stirred for 1 hour at 50° C. The reaction mixture was poured into water and washed with diethyl ether. The aqueous layer was adjusted to pH value of 1 to 2 with 2 mol/l aqueous solution of hydrochloric acid, which was extracted with methylene chloride. The organic layer was washed with water and saturated brine in sequence and dried over anhydrous sodium sulfate. Solvent was distilled off under reduced pressure, and the crystals obtained were recrystallized from diethyl ether-ethyl acetate to obtain 218 mg of aimed product as colorless crystals.

Fuente