Hydrochloric Acid → HCID 21425053, compound

Participants

Reaction Steps

To a stirring mixture of 62 g (0.50 mole) of AlCl3 in 375 ml of 1,2-dichlorethane was added portionwise 75 g (0.5 mole) of 3-carbomethoxypropionyl chloride while keeping the temperature below 25° by means of an ice bath. The reaction mixture was cooled to 15° and a solution of 89 g (0.5 mole) of 5-(4-chlorphenyl)furan in 250 ml of 1,2-dichloroethane was added dropwise with large volumes of HCl gas being evolved and the temperature rising to 30°. The reaction mixture was stirred at ambient temperature for one hour and then added to 1000 ml of ice water. The organic layer was separated and the aqueous layer extracted with dichlormethane. The combined organic layers were washed with 1000 ml of 6% sodium carbonate solution, with 1000 ml of water and dried over MgSO4. The solvent was removed on the Calab evaporator yielding a residual oil which was extracted several times with refluxing hexane. The hexane extracts were cooled to yield a solid which was filtered, washed twice with 6% sodium carbonate solution, recrystallized from hexane and air dried to yield 7 g (5%). An analytical sample was prepared by drying a sample in a vacuum pistol at room temperature, m.p. 99°-100°.

Provenance & Evidence