Dimethylformamide → HCID 13938097, compound

Participants

Reaction Conditions

Reaction Steps

3.15 g (0.01 mole) of 1-(4-hydroxybenzenesulfonyl) indolizine, 40.38 g (0.2 mole; 20.3 ml) of 1,3-dibromo propane, 1.66 g (0.012 mole) of potassium carbonate and 20 ml of N,N-dimethylformamide are mixed. The mixture is heated at 100° C. and the reaction is followed by thin layer chromatography (solvent: dichloromethane/ethylacetate 95/5). Reaction is allowed to proceed for 50 minutes, then the excess 1,3-dibromo propane is removed by evaporation under reduced pressure. The residue is taken up in ethyl acetate and washed with dilued sodium hydroxide, then with water. The organic phase is dried over potassium carbonate, then filtered. It is poured into water, extracted with ethylacetate, then washed with water and with a saturated solution of sodium chloride. It is dried over sodium sulfate and concentrated. In this manner, about 4 g of crude 1-[4-(3-bromopropoxy)benzenesulfonyl]2-isopropyl indolizine are obtained which are recrystallized from an ethyl acetate/hexane mixture.

Provenance & Evidence