反应详情

A solution of potassium hydroxide (17.0 g, 303 mmol) in 3.0 L of 50% aqueous methanol is treated with ethyl 3-bromo-1-methyl-5-(phenylmethoxy)-1 H-indole-2-carboxylate (55.4 g, 143 mmol). The mixture is stirred at reflux for 5 hours, than decanted while warm from any insoluble material into 600 mL of hot water. The warm solution is quickly acidified with 100 mL of 4.0N HCl. An additional 1.0 L of cold water is added, and the mixture is stirred for 1 hour. The precipitated solid is filtered, stirred in 1.0 L of 25% methanol-water, and refiltered, to give 49.6 g (96%) of product, suitable for further synthesis. A sample recrystallized from aqueous acetonitrile has mp 210° C.-dec.

1. temperatureat reflux for 5 hours
2. customthan decanted
3. temperaturewhile warm from any insoluble material into 600 mL of hot water
4. additionAn additional 1.0 L of cold water is added
5. stirringthe mixture is stirred for 1 hour
6. filtrationThe precipitated solid is filtered
7. stirringstirred in 1.0 L of 25% methanol-water