HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 536175Generated: October 29, 2026
Cesium carbonate → HCID 86697028, compound
https://huagongshe.com/reaction/536175
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 4-Chloro-3-(trifluoromethyl)benzyl bromide | HCID 2778114 | — |
| Reactant | Potassium trifluoro(4-formylphenyl)borate(1-) | HCID 23697319 | — |
| Catalyst | HCID 178418807 | HCID 178418807 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Cyclopentyl methyl ether | HCID 138539 | — |
| Product | HCID 86697028 | HCID 86697028 | 51.9% |
Reaction Steps
To a suspension of 4-(bromomethyl)-1-chloro-2-(trifluoromethyl)benzene (4.5 g, 16.45 mmol), potassium trifluoro(4-formylphenyl)borate (3.52 g, 16.62 mmol), PdCl2(dppf)-CH2Cl2 adduct (0.672 g, 0.823 mmol) and Cs2CO3 (16.08 g, 49.4 mmol) in cyclopentyl methyl ether (100 mL) and water (100 mL). The mixture was charged with Argon and stirred for overnight at 80° C. The result mixture was cooled to room temperature and partitioned with water 100 mL and ethyl acetate 100 mL. The organic phase was washed by water, brine and dried over sodium sulfate, the solvent was removed and the residue was purified via flash column chromatography. Removed the solvent afforded the title compound (2.55 g). LC-MS (ESI): m/z 299 [M+H]+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08859573B2 |
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| Source dataset | uspto-grants-2014_10 |
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| ORD ID | ord-881d5b2c67b74d76915324d994e800fa |
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| Source note | uspto-grants-2014_10 |
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