Reacción #1126753

Ecuación de reacción

hydrochloric acid

4-hydroxy-3,6-dichloropyridazine

2-cyclopropyl-6-methylphenol

normal butylbenzene

potassium hydroxide

→

6-chloro-3-(2-cyclopropyl-6-methylphenoxy)-4-pyridazinol

Rendimiento 61.2%

Disolventes

methanol

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.STIRRINGstirred at that temperature for 4 hours
2. 2
   OtroThen, the resultant reaction mixture
3. 3
   Otroto obtain a uniform solution

Procedimiento

To a mixture of 301 mg (purity: 100%; 1.82 mmol) of 4-hydroxy-3,6-dichloropyridazine and 832 mg (5.52 mmol) of 2-cyclopropyl-6-methylphenol were added normal butylbenzene (2.76 g) and 333 mg (5.65 mmol) of 95% potassium hydroxide at room temperature. The resultant mixture was heated to 180° C. while stirring, and stirred at that temperature for 4 hours. Then, the resultant reaction mixture was cooled to room temperature, and a 1 N aqueous hydrochloric acid solution and methanol were added to the reaction mixture to obtain a uniform solution. The obtained solution was quantitatively determined by an HPLC internal standard analysis method, which showed that 308 mg of 6-chloro-3-(2-cyclopropyl-6-methylphenoxy)-4-pyridazinol (yield: 61%) and 2.9 mg of 3-chloro-6-(2-cyclopropyl-6-methylphenoxy)-4-pyridazinol (yield: 0.6%) were obtained.

Fuente