Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Isoamylamine | HCID 7894 | — |
| Reactant | Diethyl malate | HCID 24197 | — |
| Product | Hexane | HCID 8058 | 100% |
| Product | N,N'-Di-iso-pentyl DL-malamide | HCID 13009117 | — |
Reaction Steps
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.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06413914B1 |
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| Source dataset | uspto-grants-2002_07 |
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| ORD ID | ord-8d37c69e214c4467ba5e64bcae19322b |
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| Source note | uspto-grants-2002_07 |
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