تفاعل #2005574

معادلة التفاعل

7-(5,5-Dimethyl-[1,3,2]dioxaborinan-2-yl)-2,2-difluoro-benzo[1,3]dioxole-5-carboxylic acid methyl ester

triphenylphosphine

K2CO3

4-bromo-2-chloro-1-methoxybenzene

→

title compound

المردود 16.0%

7-(3-Chloro-4-methoxy-phenyl)-2,2-difluoro-benzo[1,3]dioxole-5-carboxylic acid methyl ester

المردود 16.0%

المذيبات

DMF

water

water

ظروف التفاعل

المعالجة

1. 1
   استخلاصthe mixture was extracted three times
2. 2
   أخرىThe organic layer was then dried
3. 3
   أخرىevaporated

الإجراء التجريبي

1.9 g of 7-(5,5-Dimethyl-[1,3,2]dioxaborinan-2-yl)-2,2-difluoro-benzo[1,3]dioxole-5-carboxylic acid methyl ester (example YY, step 4), 1.5 g of 4-bromo-2-chloro-1-methoxybenzene, 152 mg of triphenylphosphine, 65 mg of palladium(II) acetate, and 2.4 g of K2CO3 were stirred in 30 ml of DMF and 3 ml of water under an argon atmosphere at 100° C. for 4 h. 200 ml of water were then added and the mixture was extracted three times using 100 ml of EA each. The organic layer was then dried using MgSO4 and evaporated. Chromatography on silica gel using EA/HEP 1:5 yielded 330 mg of the title compound, colorless oil. Rf (EA/HEP 1:5)=0.29

المصدر