HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 5-Bromo-1,3-dichloro-2-(difluoromethoxy)benzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-Bromo-2,6-dichlorophenol | HCID 18587 | — |
| Reactant | Ethyl bromodifluoroacetate | HCID 69585 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 5-Bromo-1,3-dichloro-2-(difluoromethoxy)benzene | HCID 66865742 | 86.5% |
Reaction Steps
To a stirred solution of 4-bromo-2,6-dichlorophenol (2.3 g) in acetonitrile (25 mL) was added potassium carbonate (1.3 g) and ethyl bromodifluoroacetate (3.8 g). The mixture was heated to reflux for 4 hours and then cooled to room temperature. The resulting mixture was poured into water (100 mL) and extracted with ethyl acetate (100 mL×1). The organic layer was washed with water and brine, dried over anhydrous sodium sulfate and concentrated under reduced pressure to provide a residue. The residue was purified by column chromatography on silica gel eluted with ethyl acetate-hexane (1:4) to afford the title compound as yellow oil (2.4 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08242283B2 |
| Source dataset | uspto-grants-2012_08 |
| ORD ID | ord-f3d42c03e75d4b68b9500687bcf08e21 |
| Source note | uspto-grants-2012_08 |