Hydrochloric Acid → HCID 178427550, compound

Participants

Reaction Steps

The substance [14] (105.44 g, 97.43 mM) was dissolved in methanol (350 ml). 1 N NaOH (125.36 ml, 1.3 molar excess) was added dropwise with ice cooling and the mixture was stirred at room temperature for 2 hours. 1 N NaOH (20 ml) was added to the reaction mixture, which was then stirred at room temperature for 1.5 hours. 1 N HCl (49 ml) was added to the reaction mixture to adjust the same to pH 6 and the methanol was distilled off in vacuo. Water was added to the aqueous layer, which was then washed with ether (100 ml). 1 N HCl (50 ml) was added dropwise with ice cooling to the aqueous layer. As the stirring became impossible due to the formation of a precipitate of viscous material, ethyl acetate (300 ml) was added and 1 N HCl (60 ml) was added dropwise to adjust the pH of the aqueous layer to pH 2. The aqueous layer was extracted with ethyl acetate (1 l. and 500 ml), and washed twice with saturated sodium chloride solution and water. After drying with anhydrous sodium sulfate, the ethyl acetate layer was concentrated in vacuo to obtain an oily material which was solidified by adding ether. Recrystallization was effected from ethyl acetate-ether to obtain the substance [15] (95.12 g, yield: 100%).

Provenance & Evidence