Reacción #2139288

Ecuación de reacción

Ethyl-6-chloro-4,N,N-trimethylanthranilate

KOH

→

3-Dimethylamino-5-methylphenol

Disolventes

water

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroAfter the initial reaction (temp 200°-220°)
2. 2
   Temperaturathe temperature was raised to 240°-260°
3. 3
   TemperaturaOn cooling
4. 4
   Extracciónextracted with ether
5. 5
   Otroto remove tarry byproducts
6. 6
   ExtracciónThe crude product was extracted into chloroform
7. 7
   Otroafter removal of solvent
8. 8
   Otrowas purified by sublimation at 0.1 mm

Procedimiento

Ethyl-6-chloro-4,N,N-trimethylanthranilate (2.4 g) and KOH (powdered, 1.5 g) were heated together in a test-tube with a free flame. After the initial reaction (temp 200°-220°) had subsided, the temperature was raised to 240°-260°, whereupon a second vigorous reaction ensued and the mixture became dark. On cooling, the mixture was dissolved in water, extracted with ether to remove tarry byproducts, and acidified (pH 5) with acetic acid. The crude product was extracted into chloroform and after removal of solvent, was purified by sublimation at 0.1 mm. 3-Dimethylamino-5-methylphenol was obtained as a pale yellow solid, mp 67°-68°.

Fuente