HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2167728Generated: October 31, 2026
Water → 1-Bromo-3-(difluoromethoxy)-5-fluorobenzene
https://huagongshe.com/reaction/2167728
Participants
| Role | Name | HCID | Charge |
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| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Sodium chlorodifluoroacetate | HCID 2734985 | — |
| Reactant | 3-Bromo-5-fluorophenol | HCID 21904636 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 1-Bromo-3-(difluoromethoxy)-5-fluorobenzene | HCID 21904622 | — |
Reaction Steps
To a solution of 3-bromo-5-fluorophenol (0.5 g, 2.6 mmol) in DMF (4.5 mL) was added K2CO3 (0.9 g, 6.54 mmol) and stirred at 25° C. for 10 min. Water (0.5 mL) was added to the above mixture followed by addition of 2-Chloro-2,2-difluoroacetic acid sodium salt (0.6 g, 3.93 mmol) and stirring was continued at 100° C. for 3 h. The reaction mixture was cooled to 25° C. and diluted with ethyl acetate, washed with brine, dried over anhydrous sodium sulphate and concentrated under reduced pressure to afford the crude, which was purified by column chromatography (using silica gel and 2% ethyl acetate in Hexane as eluent) to afford the desired compound (Int-45). 1H NMR (400 MHz, CDCl3) δ ppm 7.2-6.9 (2H, m), 6.8-6.7 (1H, d), 6.7-6.2 (1H, m).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09045478B2 |
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| Source dataset | uspto-grants-2015_06 |
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| ORD ID | ord-91e4750ba93749b6b569e2cd4369146d |
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| Source note | uspto-grants-2015_06 |
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