HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1490925Generated: October 30, 2026
2-Chloroanisole → 2-(4-Chloro-3-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
https://huagongshe.com/reaction/1490925
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 2-Chloroanisole | HCID 13011 | — |
| 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-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane | HCID 22240282 | 56% |
| Product | 2-(3-Chloro-4-methoxyphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane | HCID 73424966 | 38% |
Reaction Steps
General procedure Cwas applied to 1-chloro-2-methoxybenzene 15a(57mg, 0.4mmol). The reaction mixture was stirredat room temperature for 16hoursgiving a conversion of 94% (GC-MS) and 16aand 17ain a 60:40mixture which also contained unreacted starting material 15a(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-318d8e4399bf4f728e047a6d3903e935 |
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| Source note | Borylation dataset from Roche |
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