HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Bromide → N-(2-Ethoxyethyl)-N-methylaniline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Bromide | HCID 6332 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | 2-(N-Methylanilino)ethanol | HCID 62340 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Water | HCID 962 | — |
| Product | N-(2-Ethoxyethyl)-N-methylaniline | HCID 22475607 | 95% |
Reaction Steps
To a solution of the product from step 1 (850 mg, 506 mmol) in DMSO (4 mL) and KOH (1.2 g, 22.0 mmol) was added ethyl bromide (0.85 mL, 11.4 mmol). After stirring 1.5 hours at ambient temperature, the reaction mixture was diluted with water and the product extracted with CH2Cl2 (3×). The combined organic layers were dried (MgSO4), filtered and concentrated to afford the title compound as a yellow oil (950 mg, 95%). MS (ES+) m/z 180 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06900244B2 |
| Source dataset | uspto-grants-2005_05 |
| ORD ID | ord-a5b326bb571546e2996edefcd7b42511 |
| Source note | uspto-grants-2005_05 |