HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1490552Generated: October 27, 2026
Benzene, 1-bromo-3-(trifluoromethyl)- → 2-[3-Bromo-5-(trifluoromethyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
https://huagongshe.com/reaction/1490552
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzene, 1-bromo-3-(trifluoromethyl)- | HCID 9817 | — |
| Reagent | Bis(pinacolato)diborane | HCID 2733548 | — |
| Reagent | 3-pyridin-2-yl-2-(3-pyridin-2-yl-1H-1,3,2-benzodiazaborol-2-yl)-1H-1,3,2-benzodiazaborole | HCID 122380799 | — |
| Catalyst | Bis(1,5-cyclooctadiene)dimethoxydiiridium | HCID 76001521 | — |
| Solvent | Cyclopentyl methyl ether | HCID 138539 | — |
| Product | 2-[3-Bromo-5-(trifluoromethyl)phenyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane | HCID 11314119 | 99% |
Reaction Steps
The general procedure A was followed using 1-bromo-3-(trifluoromethyl)benzene (67.5 uL, 0.5 mmol) and B2pin2 (126.9 mg, 0.5 mmol, 1.0 eq.) as starting material. The resulting mixture was allowed to stir 16 hours at 100 oC. 5h was obtained as colorless oil (173.1 mg, 99%) after purification by silica gel flash chromatography (EtOAc/PE=1:30 v/v).
Provenance & Evidence
| DOI | 10.1021/jacs.5b05252 |
|---|
| Source dataset | Borylation dataset from Roche |
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| ORD ID | ord-4651aa72b42b47c9a0457945292dda09 |
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| Source note | Borylation dataset from Roche |
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