HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-Methylpropylamine → HCID 68814733, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-Methylpropylamine | HCID 12315 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | 3,5-Bis(ethoxycarbonyl)benzoate | HCID 22575049 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 68814733 | HCID 68814733 | 68% |
Reaction Steps
Stir a solution of diethyl 1,3,5-benzene tricarboxylate (2.47 g, 9.28 mmol), 1-hydroxybenzotriazole (1.38 g, 10.2 mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDCl) (1.96 g, 10.2 mmol), N-methylpropylamine (1.04 mL, 10.2 mmol) in dichloromethane (50 mL) at room temperature overnight. Dilute with dichloromethane (300 mL) and extract the solution with 0.1 N citric acid (2×50 mL), saturated aqueous sodium bicarbonate (50 mL), and saturated aqueous sodium chloride (50 mL). Dry (magnesium sulfate), concentrate and purify (silica gel chromatography, eluting with 50:50 ethyl acetate:hexanes) to give the title compound (2.02 g, 68%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07585885B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-445c861d147f49948bc74202b18aa380 |
| Source note | uspto-grants-2009_09 |