[OH-].[Na+].CO.[CH3:5][C@@H:6]([CH:11]([C:17]([O:19]CC)=[O:18])[C:12]([O:14]CC)=[O:13])[CH2:7][CH2:8][CH2:9][CH3:10].Cl>O.CCOCC>[CH3:5][C@@H:6]([CH:11]([C:17]([OH:19])=[O:18])[C:12]([OH:14])=[O:13])[CH2:7][CH2:8][CH2:9][CH3:10]
At room temperature, 81 g of sodium hydroxide (2 mol) were dissolved in 360 ml of water and 160 ml of methanol in a three-neck flask with internal thermometer, dropping funnel and stirrer. 124 g of diethyl [(R)-1-methylpentyl]malonate (0.51 mol) were then added. The mixture was heated to 70° C. and stirred at this temperature for 3.5 h, in the course of which a solid formed. After cooling to 25° C., the suspension was admixed with 250 ml of ether and, with cooling, with 400 ml of 20% by weight hydrochloric acid. After phase separation, the aqueous phase was extracted twice with 100 ml of ether. The combined organic phases were washed with 100 ml of water and then dried over sodium sulfate. After solvent had been distilled off, [(R)-1-methylpentyl]malonic acid was obtained in a yield of 85 g (89% of theory) (m.p.: 123° C.).
Wird geladen…
