Réaction #986757

Équation de réaction

sodium hydroxide

1-bromo-3,5-dimethyl adamantane

urea

hydrochloric acid

→

1-amino-3,5-dimethyl adamantane

Solvants

formic acid

Conditions de réaction

Traitement

1. 1
   TempératureCooling to the room temperature
2. 2
   workup.WAITto hydrolyze at 100° C. for 1 hour
3. 3
   ExtractionExtracting with toluene twice
4. 4
   Lavagewashing with water
5. 5
   ConcentrationConcentrating under reduced pressure

Mode opératoire

To 100 g of 1-bromo-3,5-dimethyl adamantane and 10 g of urea, adding 60 ml of anhydrous formic acid, heating to 150° C. and hold for 1 hour. Cooling to the room temperature and adding 95 ml of concentrated hydrochloric acid to hydrolyze at 100° C. for 1 hour. Adjusting with 30% sodium hydroxide solution until the solution becomes basic. Extracting with toluene twice, combining the organic layers and washing with water. Concentrating under reduced pressure to yield a limpid yellow solution as 1-amino-3,5-dimethyl adamantane crude. To the crude, adding 150 ml of ethanol and concentrated hydrochloric acid, heating to dissolve and crystallizing to yield white solid. Drying the solid and re-crystallizing with acetone to yield 61.7 g of pure Memantine Hydrochloride. The yield is 69.5% (GC 99.9%).

Source