HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1490550Generated: October 27, 2026
3-Bromoanisole → 2-(3-Bromo-5-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
https://huagongshe.com/reaction/1490550
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 3-Bromoanisole | HCID 16971 | — |
| 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-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane | HCID 15906200 | 96% |
Reaction Steps
The general procedure A was followed using 1-bromo-3-methoxybenzene (62.5 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 at 16 hours 100 oC. 5f was obtained as colorless oil (150.3 mg, 96%) after purification by silica gel flash chromatography (EtOAc/PE=1:40 v/v).
Provenance & Evidence
| DOI | 10.1021/jacs.5b05252 |
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| Source dataset | Borylation dataset from Roche |
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| ORD ID | ord-6950785a841e41aaa681a80bf95ac547 |
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| Source note | Borylation dataset from Roche |
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