تفاعل #59629

معادلة التفاعل

5-chloro-1H-indole-2,3-dione

THF

THF

THF

magnesium

HCl

1-bromo-2-methoxy-6-methylbenzene

→

2-methoxy-6-methylphenyl-magnesium bromide

expected product

5-Chloro-3-hydroxy-3-(2-methoxy-6-methylphenyl)-1,3-dihydro-2H-indol-2-one

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةthe resulting mixture is then refluxed for 1 hour
2. 2
   استخلاصextracted with EtOAc
3. 3
   غسيلthe organic phase is washed with water
4. 4
   تجفيفdried over Na2SO4
5. 5
   أخرىthe solvent is evaporated off under vacuum

الإجراء التجريبي

A solution of 2-methoxy-6-methylphenyl-magnesium bromide is prepared starting with 2.2 g of magnesium in 10 ml of THF and a solution of 16 g of 1-bromo-2-methoxy-6-methylbenzene in 40 ml of THF. This solution is added dropwise at RT to a mixture of 6 g of 5-chloro-1H-indole-2,3-dione in 50 ml of THF and the resulting mixture is then refluxed for 1 hour. After cooling to RT, the reaction mixture is poured into 200 ml of 3N HCl solution and extracted with EtOAc, the organic phase is washed with water and dried over Na2SO4, and the solvent is evaporated off under vacuum. 5.7 g of the expected product are obtained after crystallization from iso ether.

المصدر