Isoamylamine → Hexane

N,N′-Di-iso-pentyl DL-malamide was prepared by the reaction of iso-pentylamine with diethyl DL-malate. To a round-bottomed flask were added diethyl DL-malate (20.013 g, 0.1052 mole, 1 eq) and iso-pentylamine (27.778 g, 3.03 eq). The clear light yellow solution was stirred for 20 hours at room temperature prior to the removal of the excess amine under vacuum with heating. A white waxy solid was obtained. The solid was triturated with hexane (4×100 mL); and the product was filtered through a glass frit after each trituration. Finally, the material was transferred to a round-bottomed flask and the white solid was dried under vacuum for one hour while heating (<100° C.) to remove any residual amine and hexane (28.99 g, ˜100% yield). The product was ˜100% pure as determined by NMR analyses.

1. customto the removal of the excess amine under vacuum
2. temperaturewith heating
3. customA white waxy solid was obtained
4. customThe solid was triturated with hexane (4×100 mL)
5. filtrationand the product was filtered through a glass frit after each trituration
6. customFinally, the material was transferred to a round-bottomed flask
7. customthe white solid was dried under vacuum for one hour
8. temperaturewhile heating (<100° C.)

ORD record

ord-8d37c69e214c4467ba5e64bcae19322b

Source dataset

uspto-grants-2002_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06413914B1