HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2035782Generated: October 25, 2026
Triethylamine → 4,4,5,5-tetramethyl-2-{(E)-2-[4-(1-methylethyl)phenyl]ethenyl}-1,3,2-dioxaborolane
https://huagongshe.com/reaction/2035782
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-Ethynyl-4-(1-methylethyl)benzene | HCID 637501 | — |
| Reactant | 4,4,5,5-Tetramethyl[1,3,2]dioxaborolane | HCID 2734768 | — |
| Catalyst | Bis(cyclopenta-1,3-diene);hydride;zirconium(2+);chloride | HCID 131718033 | — |
| Solvent | Hexane | HCID 8058 | — |
| Product | 4,4,5,5-tetramethyl-2-{(E)-2-[4-(1-methylethyl)phenyl]ethenyl}-1,3,2-dioxaborolane | HCID 68280923 | 91.3% |
Reaction Steps
A mixture of triethylamine (246 mg), 1-ethynyl-4-isopropylbenzene (3500 mg), 4,4,5,5-tetramethyl-1,3,2-dioxaborolane (3417 mg) and zirconocene chloride hydride (626 mg) was stirred at 80° C. overnight. To the reaction mixture was added hexane, and the mixture was filtered. The filtrate was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (6030 mg) as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08575154B2 |
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| Source dataset | uspto-grants-2013_11 |
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| ORD ID | ord-f199f794625b4141bd3c961296bbf2f2 |
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| Source note | uspto-grants-2013_11 |
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