HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Methoxyethylamine → HCID 59353095, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Methoxyethylamine | HCID 8018 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | 3-Methoxy-5-nitrobenzoic acid | HCID 5300212 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 59353095 | HCID 59353095 | 100.3% |
Reaction Steps
To a solution of 3-methoxy-5-nitrobenzoic acid (1 g; 5.1 mmol; 1 eq) DCM (40 mL) is added N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (972 mg; 5.1 mmol; 1 eq). After 5 min, 2-methoxyethylamine (381 mg; 5.1 mmol; 1 eq) is added and the reaction mixture is stirred at room temperature for 2 h. The reaction mixture is then quenched with water and the expected product extracted with EtOAc. The organic phase is washed with an aqueous solution of Na2CO3 then dried over MgSO4. The solvent is evaporated to dryness to afford (1.3 g (100%) of the title compound as an orange oil. HPLC (max plot) 73.0%; Rt 2.98 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08614215B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-c35e383d89f54b798ee602e7be7172ab |
| Source note | uspto-grants-2013_12 |