反应详情

A suspension of methyl 5-methoxy-1-methyl-3-(methylthio)-1H-indole-2-carboxylate (3.2 g, 12 mmol) in 65 mL of methanol is treated with a solution of potassium hydroxide (2.5 g, 45 mmol) in 25 mL of water. The mixture is stirred at reflux for 2 hours, then cooled and added to 400 g of ice and water. After washing with dichloromethane, the aqueous layer is stirred with celite filter-aid and filtered. The filtrate is acidified with 4.0N HCl and the precipitated solid is filtered and washed with 10% methanol-water to yield 2.6 g (87%) of product. A sample recrystallized from hexane-ethyl acetate has mp 165° C.-dec.

1. temperatureat reflux for 2 hours
2. temperaturecooled
3. washAfter washing with dichloromethane
4. stirringthe aqueous layer is stirred
5. filtrationwith celite filter-aid
6. filtrationfiltered
7. filtrationthe precipitated solid is filtered
8. washwashed with 10% methanol-water