Reacción #56391

Ecuación de reacción

Sodium

Ethyl 2,2-dichloro-acetate

4-Methoxyphenol

→

Ethyl 2,2-bis(4-methoxyphenoxy)-acetate

Rendimiento 76.7%

Disolventes

diethyl ether

ethanol

ethanol

ethanol

ethanol

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONis added
2. 2
   workup.ADDITIONis then added
3. 3
   Temperaturathe mixture is heated
4. 4
   Temperaturaunder reflux for 20 hours
5. 5
   Otrois driven off under reduced pressure (20 mmHg) at 40° C.
6. 6
   LavadoThe organic phase is washed with 0.1 N sodium hydroxide solution (100 cc) and with water (2×100 cc)
7. 7
   Secadois then dried over sodium sulphate
8. 8
   Filtraciónfiltered
9. 9
   Concentraciónconcentrated to dryness under reduced pressure (20 mmHg) at 40° C

Procedimiento

Sodium (5.4 g) is dissolved in absolute ethanol (160 cc). 4-Methoxyphenol (29.2 g) dissolved in absolute ethanol (20 cc) is added. The mixture is stirred for 1 hour at ambient temperature. Ethyl 2,2-dichloro-acetate (20 g) dissolved in absolute ethanol (20 cc) is then added and the mixture is heated under reflux for 20 hours. The ethanol is driven off under reduced pressure (20 mmHg) at 40° C. and the residue is taken up in diethyl ether (100 cc). The organic phase is washed with 0.1 N sodium hydroxide solution (100 cc) and with water (2×100 cc) and is then dried over sodium sulphate, filtered and concentrated to dryness under reduced pressure (20 mmHg) at 40° C. Ethyl 2,2-bis(4-methoxyphenoxy)-acetate (30 g) is thus obtained in the form of an oil.

Fuente