HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 1-Bromo-4-(3-chloro-4-(trifluoromethyl)benzyloxy)-2,5-difluorobenzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-Bromo-2,5-difluorophenol | HCID 7018042 | — |
| Reactant | 4-(Bromomethyl)-2-chloro-1-(trifluoromethyl)benzene | HCID 23512765 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | 1-Bromo-4-(3-chloro-4-(trifluoromethyl)benzyloxy)-2,5-difluorobenzene | HCID 86682554 | 99% |
Reaction Steps
To solution of 3-chloro-4-(trifluoromethyl)benzyl bromide (300 mg, 1.097 mmol) in acetone (15 mL) was added 4-bromo-2,5-difluorophenol (1.097 mmol) followed by potassium carbonate (303 mg, 2.194 mmol). The reaction mixture was heated at reflux for 3.5 hours and then allowed to cool to room temperature. The solvent was removed under reduced pressure to yield a white solid, which was partitioned with water/EtOAc mixture (1:1, 50 mL). The organic layer was separated and the aqueous was extracted with EtOAc (3×30 mL). The combined organics were washed with brine (50 mL), dried over sodium sulphate, filtered and concentrated in vacuo to give the title compound as a white solid (434 mg, 99%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09096500B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-e88892a6c818425ea4627e54c290cd81 |
| Source note | uspto-grants-2015_08 |