反应详情

Indole-3-acetic acid (25 g, 143 mmol) was dissolved in 500 mL of methanol and 5 mL of concentrated sulfuric acid was added. The resulting solution was heated under reflux overnight. TLC analysis indicated the absence of starting material and the reaction mixture was concentrated in vacuo. The residue was dissolved in 300 mL of ethyl ether, washed with 5% aqueous sodium bicarbonate (2×150 mL), dried over magnesium sulfate, filtered and concentrated to 24.09 g (89.1%) of the ester as a burgandy colored oil.

1. temperatureThe resulting solution was heated
2. temperatureunder reflux overnight
3. concentrationthe reaction mixture was concentrated in vacuo
4. dissolutionThe residue was dissolved in 300 mL of ethyl ether
5. washwashed with 5% aqueous sodium bicarbonate (2×150 mL)
6. dry with materialdried over magnesium sulfate
7. filtrationfiltered
8. concentrationconcentrated to 24.09 g (89.1%) of the ester as a burgandy colored oil