反应详情

500 mg of a 60% dispersion of sodium hydride in mineral oil were added to solution of 1 g of 5-bromoindole-3-acetic acid in 50 ml of tetrahydrofuran and the mixture was stirred under a nitrogen atmosphere for 1 hour. Thereafter, 820 mg (5.8 mmol) of methyl iodide were added and the mixture was stirred under a nitrogen atmosphere for 24 hours. Then, 5 ml of water were added and the solvent was removed under reduced pressure. The residue was treated with 2M hydrochloric acid and the precipitate formed was filtered off, washed with n-hexane and dried. The obtained solid was recrystallized from diethyl ether to give 5-bromo-1-methyl-3-indolylacetic acid of melting point 192°-194° C.

1. stirringthe mixture was stirred under a nitrogen atmosphere for 24 hours
2. customthe solvent was removed under reduced pressure
3. additionThe residue was treated with 2M hydrochloric acid
4. customthe precipitate formed
5. filtrationwas filtered off
6. washwashed with n-hexane
7. customdried
8. customThe obtained solid was recrystallized from diethyl ether