反应详情

To an ice/water bath cooled solution of 2-methyl-1H-pyrrole-3-carboxylic acid ethyl ester (11.43 g) and (2-bromo-ethyl)-benzene (20.20 mL) in DMF (100 mL) was carefully added NaH (3.88 g, 60% suspension in mineral oil). The mixture was subsequently stirred at room temperature overnight, and cooled with ice/water bath again, another 20.20 mL of (2-brom-ethyl)-benzene and 3.88 of NaH were added to the reaction, which was allowed to stir for another 5 h; then the mixture was quenched by pouring into a mixture of ammonium chloride and ice/water, extracted with EtOAc; EtOAc phase was washed with water twice, saturated NaCl solution (once) and then dried over anhydrous sodium sulfate, filtered, concentrated; the residue was purified with silica column to give the desired title product (3.30 g) with recovered starting pyrrole (6.31 g). The title compound, ESI MS (m/z): 258 (M+H)+.

1. temperaturecooled with ice/water bath again
2. stirringto stir for another 5 h
3. customthen the mixture was quenched
4. additionby pouring into a mixture of ammonium chloride and ice/water
5. extractionextracted with EtOAc
6. washEtOAc phase was washed with water twice
7. dry with materialsaturated NaCl solution (once) and then dried over anhydrous sodium sulfate
8. filtrationfiltered
9. concentrationconcentrated
10. customthe residue was purified with silica column