Reacción #1176550

Ecuación de reacción

Thionyl chloride

methanol

3-(4-methoxyphenyl)propionic acid

→

methyl 3-(4-methoxyphenyl)propionate

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturaunder cooling with a Dry Ice/methanol bath
2. 2
   Otrothe reaction
3. 3
   workup.STIRRINGstirred for an additional 1 hour
4. 4
   OtroThe solvent was removed in vacuo
5. 5
   workup.DISSOLUTIONthe residue was dissolved in ethyl acetate
6. 6
   LavadoThe solution was washed twice with a saturated aqueous solution of sodium bicarbonate
7. 7
   SecadoAfter drying over unhydrous sodium sulfate
8. 8
   Otrothe solvent was evaporated in vacuo
9. 9
   Otroto produce a pale yellow crystal
10. 10
    Otroin an amount of 5.29 g (yield, 98%)

Procedimiento

Thionyl chloride (3.1 ml, 42.5 mmol) was added slowly to methanol (30 ml) with stirring under cooling with a Dry Ice/methanol bath. After allowing the reaction to warm to room temperature, 3-(4-methoxyphenyl)propionic acid (5 g, 27.7 mmol) was added and stirred for an additional 1 hour. The solvent was removed in vacuo and the residue was dissolved in ethyl acetate. The solution was washed twice with a saturated aqueous solution of sodium bicarbonate, then once with a saturated aqueous solution of sodium chloride. After drying over unhydrous sodium sulfate, the solvent was evaporated in vacuo to produce a pale yellow crystal in an amount of 5.29 g (yield, 98%). Rf1 : 0.83

Fuente