HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 1-Bromo-3,5-dichloro-2-(2,2-difluoroethoxy)benzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Bromo-4,6-dichlorophenol | HCID 20617 | — |
| Reactant | 2,2-Difluoroethyl methanesulfonate | HCID 56776492 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-Bromo-3,5-dichloro-2-(2,2-difluoroethoxy)benzene | HCID 44196687 | — |
Reaction Steps
To a solution of 2-bromo-4,6-dichloro-phenol (14.6 g, 60.3 mmol, Step A compound) in DMF (10 ml) were added K2CO3 (16.53 g, 120.6 mmol) and methanesulfonic acid 2,2-difluoro-ethyl ester (10.7 g, 66.4 mmol, Step B compound) and the mixture was heated to reflux for 16 h. The DMF was then evaporated in vacuo and the resulting residue was dissolved in EtOAc (300 ml). This solution was washed two times with water, with brine, dried with Na2SO4 and evaporated. The remaining crude product was purified by chromatography (silica gel; hexane) and the title compound was obtained as white solid (14.5 g, 79%). MS: m/z=304 [M]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08912221B2 |
| Source dataset | uspto-grants-2014_12 |
| ORD ID | ord-e1732f944139462abea642e77db66850 |
| Source note | uspto-grants-2014_12 |