HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2-(4-bromophenoxy)-N,N-diethylethanamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 4-Bromophenol | HCID 7808 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 1-Chloro-2-(diethylamine)ethane hydrochloride | HCID 13363 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-(4-bromophenoxy)-N,N-diethylethanamine | HCID 423953 | — |
Reaction Steps
4-Bromophenol (0.870 g, 5.00 mmol), 2-chloro-N,N-diethylethanamine hydrochloride (0.90 mg, 5.24 mmol) and Cs2CO3 (8 g, 25 mmol) were combined in DMF (20 mL) and the mixture was heated at reflux over night. H2O (20 mL) was added and the mixture was extracted with EtOAc, then washed with 2N NaOH and brine. The organic layers were combined, dried over Na2SO and concentrated to a brown oil which was then purified by flash chromatography (eluent: 20% EtOAc in hexanes).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08481733B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-257f6306aab44a549171120372eb9c9c |
| Source note | uspto-grants-2013_07 |