反応 #1865

反応方程式

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

potassium carbonate

dimethylsulfate

→

oil

収率 86.2%

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

収率 86.2%

溶媒

acetone

反応条件

後処理

1. 1
   workup.ADDITIONwas added dropwise
2. 2
   その他The addition funnel was replaced with a condenser
3. 3
   温度the slurry was refluxed for 18 hours
4. 4
   ろ過The K2CO3 was filtered off
5. 5
   洗浄washed well with acetone
6. 6
   その他Acetone was evaporated
7. 7
   その他the residue was purified by column chromatography

実験手順

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.

出典