HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1490932Generated: October 30, 2026
Methyl o-toluate → Methyl 2-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate
https://huagongshe.com/reaction/1490932
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl o-toluate | HCID 33094 | — |
| 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 | Methyl 2-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate | HCID 22930450 | 27% |
| Product | Methyl 2-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate | HCID 24824346 | 73% |
Reaction Steps
General procedure D was applied to methyl 2-methylbenzoate15h(30 mg, 0.2 mmol). The reaction mixture was allowed to stand for 16hoursgiving a conversion of >99%(GC-MS) and 16hand 17hin a 73:27 mixture (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-19c4d9b183614cef9fce523033f6b00a |
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| Source note | Borylation dataset from Roche |
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