تفاعل #1865

معادلة التفاعل

1,3-dihydro-4-hydroxy-1,3-dimethyl-2H-indol-2-one

potassium carbonate

dimethylsulfate

→

oil

المردود 86.2%

1,3-Dihydro-4-methoxy-1,3-dimethyl-2H-indol-2-one

المردود 86.2%

المذيبات

acetone

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONwas added dropwise
2. 2
   أخرىThe addition funnel was replaced with a condenser
3. 3
   درجة الحرارةthe slurry was refluxed for 18 hours
4. 4
   ترشيحThe K2CO3 was filtered off
5. 5
   غسيلwashed well with acetone
6. 6
   أخرىAcetone was evaporated
7. 7
   أخرىthe residue was purified by column chromatography

الإجراء التجريبي

A slurry of 1,3-dihydro-4-hydroxy-1,3-dimethyl-2H-indol-2-one (50 g), milled potassium carbonate (60.1 g) and HPLC grade acetone (400 ml) was mechanically stirred at room temperature as dimethylsulfate (41.4 ml) was added dropwise. The addition funnel was replaced with a condenser and the slurry was refluxed for 18 hours. The K2CO3 was filtered off and washed well with acetone. Acetone was evaporated and the residue was purified by column chromatography to yield 46.5 g of an oil. The oil was dissolved in ether and placed in the refrigerator where, upon standing overnight, the product crystallized, m.p. 73°-74° C.

المصدر