反应详情

To a suspension of sodium hydride (60% dispersion in mineral oil) (0.59 g) in N,N-dimethylformamide (10 ml) was added a solution of 4-(3-indolyl)butyric acid (1.0 g) in N,N-dimethylformamide (5 ml). The mixture was stirred at room temperature for 30 minutes and cooled at -40° C. To the mixture was added a solution of 3-nitrobenzyl bromide (1.06 g) in N,N-dimethylformamide (5 ml). The mixture was stirred at -40° C. for 20 minutes and partitioned between ethyl acetate and 7% hydrochloric acid. The organic layer was washed with water, dried over magnesium sulfate and evaporated. The residue was washed with diisopropyl ether to give 4-[1-(3-nitrobenzyl)indol-3-yl]butyric acid as a white powder (1.20 g).

1. temperaturecooled at -40° C
2. stirringThe mixture was stirred at -40° C. for 20 minutes
3. custompartitioned between ethyl acetate and 7% hydrochloric acid
4. washThe organic layer was washed with water
5. dry with materialdried over magnesium sulfate
6. customevaporated
7. washThe residue was washed with diisopropyl ether