Hydrochloric Acid → 8-Hydroxy-5,6,7,8-tetrahydroquinoline

Participants

Reaction Steps

8-Acetoxy-5,6,7,8-tetrahydroquinoline (630 mg, 3.3 mmol) was mixed with 10% hydrochloric acid aqueous solution and stirred overnight while heating under reflux. After returning to room temperature, this was neutralized with sodium hydroxide aqueous solution and the reaction product was extracted with chloroform. The extract was washes with saturated brine and dried with anhydrous sodium sulfate and then the solvent was removed by evaporation under a reduced pressure to obtain 490 mg (3.3 mmol, 100%) of the title compound.

Provenance & Evidence