HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1490929Generated: October 26, 2026
2-Chlorotoluene → 2-(3-Chloro-4-methylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
https://huagongshe.com/reaction/1490929
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Chlorotoluene | HCID 7238 | — |
| Reagent | Bis(pinacolato)diborane | HCID 2733548 | — |
| Reagent | 4,4'-Di-tert-butyl-2,2'-bipyridyl | HCID 4249187 | — |
| Catalyst | Bis(1,5-cyclooctadiene)dimethoxydiiridium | HCID 76001521 | — |
| Solvent | tert-Butyl methyl ether | HCID 15413 | — |
| Product | 2-(4-Chloro-3-methylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane | HCID 3767641 | 34% |
| Product | 2-(3-Chloro-4-methylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane | HCID 23445107 | 66% |
Reaction Steps
General procedure C was applied to 1-chloro-2-methylbenzene 15e(51 mg, 0.4mmol). The reaction mixture was stirred at room temperature for 16hgiving a conversion of >99% (GC-MS) and 16eand17ein a 34:66mixture (1H NMR spectrum).
Provenance & Evidence
| DOI | 10.1039/c2sc20776a |
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| Source dataset | Borylation dataset from Roche |
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| ORD ID | ord-d0ca44bdeb6f41f09925b6db044f6c30 |
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| Source note | Borylation dataset from Roche |
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