Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Ethylamine hydrochloride | HCID 11198 | — |
| Reactant | HCID 5312788 | HCID 5312788 | — |
| Reactant | Trimethylaluminum | HCID 16682925 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | HCID 20080118 | HCID 20080118 | 81.9% |
Reaction Steps
A stirred suspension of dry ethylamine hydrochloride (3.26 g, 0.04 mol) in toluene, under nitrogen, was cooled in an ice bath and treated during 40 minutes with 20 ml of a 2.0M solution of trimethylaluminum in hexane. The mixture was kept at 0° for 10 minutes and at ambient temperature for 2.5 hours. A portion of the resulting solution (46.8 ml) was added, under nitrogen, during 15 minutes to a solution of the product from Step I (2.0 g, 0.016 mol) in toluene (100 ml). This mixture was warmed at 80° C. for 3 hours, cooled and added continuously to dilute HCl. The product was extracted with ethyl acetate. The extracts were dried (MgSO4) and concentrated to give 2.27 g of N-ethyl-6-hydroxyheptanamide.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05405997 |
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| Source dataset | uspto-grants-1995_04 |
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| ORD ID | ord-9584d28a128f4aaab03e21719721b860 |
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| Source note | uspto-grants-1995_04 |
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