تفاعل #9419

معادلة التفاعل

sodium carbonate

3,3-dimethyl-indol-2-one

sodium acetate

bromine

→

subtitled compound

المردود 92.0%

5-bromo-1,3-dihydro-3,3-dimethyl-2H-indol-2-one

المردود 92.0%

المذيبات

acetic acid

water

acetic acid

ظروف التفاعل

المعالجة

1. 1
   استخلاصextracted with ethyl acetate (×3)
2. 2
   تجفيفdried (MgSO4)
3. 3
   ترشيحfiltered
4. 4
   أخرىevaporated

الإجراء التجريبي

3,3-dimethyl-indol-2-one (0.65 g, 4.03 mmol) and sodium acetate (0.33 g, 4.07 mmol) were stirred in acetic acid (5 cm3) then bromine (0.66 g, 4.13 mmol) in acetic acid (5 cm3) was added drop-wise to the reaction mixture. The reaction was stirred for 50 min., then poured into water. The mixture was basified with sodium carbonate, extracted with ethyl acetate (×3), dried (MgSO4), filtered, and evaporated to give the subtitled compound (0.89 g, 92%) 1H NMR (DMSO-d6) δ 1.21 (s, 6 H), 6.76 (d, 1 H, J=8.22 Hz), 7.29 (dd, 1 H, J=2.12 Hz, 8.23 Hz), 7.49 (d, 1 H, J=2.03 Hz), 10.4 (s, 1H).

المصدر