Reaktion #77814

Reaktionsgleichung

methanol

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

sodium hydroxide

→

aimed product

Ausbeute 74.9%

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

Ausbeute 74.9%

Lösungsmittel

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwere added
2. 2
   Waschenwashed with diethyl ether
3. 3
   Extraktionwas extracted with methylene chloride
4. 4
   WaschenThe organic layer was washed with water and saturated brine in sequence
5. 5
   Trocknendried over anhydrous sodium sulfate
6. 6
   workup.DISTILLATIONSolvent was distilled off under reduced pressure
7. 7
   Sonstigethe crystals obtained
8. 8
   Sonstigewere recrystallized from diethyl ether-ethyl acetate

Vorschrift

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.

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