反应详情

NaH (0.253 g; 0.11 mole of 60% NaH in suspension in mineral oil, previously washed with pentane) is added to a solution of indole (1.17 g; 0.1 mole) in 10 mL of DMF placed under a nitrogen atmosphere, then the reaction mixture is stirred for 30 minutes at ambient temperature. 1-bromo 2-chloroethane is then added. After reaction for 2 hours, the reaction mixture is treated by the slow addition of water and extracted with ethyl acetate. The organic phase is washed with water then with a saturated aqueous solution of NaCl, dried over anhydrous Na2SO4, filtered and evaporated under vacuum. The residue obtained is purified by chromatography on silica gel. The 1-(2-chloroethyl)indole is obtained pure with a yield of 80%.

1. customAfter reaction for 2 hours
2. extractionextracted with ethyl acetate
3. washThe organic phase is washed with water
4. dry with materialwith a saturated aqueous solution of NaCl, dried over anhydrous Na2SO4
5. filtrationfiltered
6. customevaporated under vacuum
7. customThe residue obtained
8. customis purified by chromatography on silica gel