HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → [2-(3-Bromophenoxy)ethyl]dimethylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 3-Bromophenol | HCID 11563 | — |
| Reactant | N,N-Dimethylaminoethyl chloride hydrochloride | HCID 11636816 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | [2-(3-Bromophenoxy)ethyl]dimethylamine | HCID 413371 | — |
Reaction Steps
3-Bromophenol (0.870 g, 5.00 mmol), (2-chloro-ethyl)-dimethylamine hydrochloride (0.792 g, 5.50 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-7b6c563c346040629f1a39ef6f906e44 |
| Source note | uspto-grants-2013_07 |