تفاعل #550635

معادلة التفاعل

water

potassium hydroxide

4-amino-2,5-dichlorophenol hydrochloride

chlorotrifluoroethylene

→

4-(2-chloro-1,1,2-trifluoroethoxy)-2,5-dichlorobenzenamine

المردود 59.0%

المذيبات

dimethylformamide

ظروف التفاعل

المعالجة

1. 1
   أخرىfitted with a mechanical stirrer
2. 2
   درجة الحرارةthermometer, reflux condenser
3. 3
   workup.STIRRINGwhile stirring
4. 4
   درجة الحرارةheating at 90° to 100° C., in about 1/2 hour
5. 5
   workup.STIRRINGStirring
6. 6
   درجة الحرارةthe mixture cooled in an ice water bath
7. 7
   استخلاصthe resulting mixture extracted with 250 ml methylene dichloride
8. 8
   غسيلwashed with 250 ml water
9. 9
   أخرىthe methylene dichloride removed in a rotary evaporator
10. 10
    workup.DISTILLATIONThe residue was distilled through a 1"×10" Vigreaux
11. 11
    أخرىfrom 110° to 120° C.

الإجراء التجريبي

A solution of 25 g (0.12 mole) of 4-amino-2,5-dichlorophenol hydrochloride in 200 ml dimethylformamide was placed in a 500 ml 3-necked round bottom flask, fitted with a mechanical stirrer, thermometer, reflux condenser and sparger, and 13.4 g (0.24 mole) of potassium hydroxide pellets ground to powder were added. The mixture was heated to 90° C. with stirring under a nitrogen blanket. Then 21 g (0.18 mole) chlorotrifluoroethylene was bubbled in, while stirring and heating at 90° to 100° C., in about 1/2 hour. Stirring was continued for 5 minutes, the mixture cooled in an ice water bath, 500 ml of water were added and the resulting mixture extracted with 250 ml methylene dichloride and then 100 ml methylene dichloride. The extracts were combined, washed with 250 ml water and the methylene dichloride removed in a rotary evaporator. The residue was distilled through a 1"×10" Vigreaux. The cut from 110° to 120° C. at 2 mm pressure was a light tan liquid. Weight 21 grams. Yield was 59 percent. NMR analysis verified structure.

المصدر