HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1490545Generated: October 27, 2026
1,2,3-Trimethoxybenzene → 4,4,5,5-Tetramethyl-2-(3,4,5-trimethoxyphenyl)-1,3,2-dioxaborolane
https://huagongshe.com/reaction/1490545
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1,2,3-Trimethoxybenzene | HCID 12462 | — |
| 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 | 4,4,5,5-Tetramethyl-2-(3,4,5-trimethoxyphenyl)-1,3,2-dioxaborolane | HCID 21923946 | 99% |
Reaction Steps
The general procedure A was followed using 1,2,3-trimethoxybenzene (84.1 mg, 0.5 mmol) and B2pin2 (126.9 mg, 0.5 mmol, 1.0 eq.) as starting material. The resulting mixture was allowed to stir 8 hours at 100 oC. 5c was obtained as white solid (146.1 mg, 99%) after purification by silica gel flash chromatography (EtOAc/PE=1:20 v/v). m.p.: 104-106 °C.
Provenance & Evidence
| DOI | 10.1021/jacs.5b05252 |
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| Source dataset | Borylation dataset from Roche |
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| ORD ID | ord-a6ca3c63c73e4b2988f631e8660d014c |
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| Source note | Borylation dataset from Roche |
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