HuagongsheHuagongshe Chemistry Print Report · For research reference only
Bis(2-Methoxyethyl)amine → HCID 86695280, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Bis(2-Methoxyethyl)amine | HCID 2383 | — |
| Reactant | 5-Hexynoic acid | HCID 143036 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86695280 | HCID 86695280 | — |
Reaction Steps
To a solution of hex-5-ynoic acid (7.11 g, 63.4 mmol), EDC.HCl (14.0 g, 72.9 mmol) and DMAP (387 mg, 3.17 mmol) in DCM (600 mL) at 0° C. was added bis(2-methoxyethyl)amine (9.3 mL, 63 mmol). The resulting mixture was warmed to RT for 20 hr and was then washed with hydrochloric acid (1 M, 2×500 mL) and water (500 mL). The organic layer was dried and evaporated in vacuo to afford the title compound, Intermediate B, as a yellow oil (16 g, 97%): 1H NMR (400 MHz, CDCl3) δ: 1.88 (3H, m), 2.26 (2H, m), 2.49 (2H, m), 3.32 (6H, s), 3.51 (4H, m), 3.55 (4H, m)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09340545B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-fea611f7a1da4a03bd46a8456df9a528 |
| Source note | uspto-grants-2016_05 |