HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2403586Generated: October 31, 2026
Triisopropyl borate → HCID 68106333, compound
https://huagongshe.com/reaction/2403586
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triisopropyl borate | HCID 21531 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | HCID 68107476 | HCID 68107476 | — |
| Reactant | HCID 178418244 | HCID 178418244 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 68106333 | HCID 68106333 | 35.7% |
Reaction Steps
Under an argon atmosphere, 1-(4-iodophenyl)azepane (200 mg) and triisopropylborate (162 mg) were dissolved in THF (2 ml), followed by cooling to −78° C. A 1.59 M butyl lithium/hexane solution (0.5 ml) was added thereto, followed by elevating the temperature to 0° C. over 1 hour, and further stirring at the same temperature for 1 hour. To the reaction mixture was added a saturated aqueous ammonium chloride solution, followed by extraction with EtOAc. The organic layer was dried over Na2SO4 and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (CHCl3/MeOH) to obtain (4-azepan-1-ylphenyl)boronic acid (52 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08802679B2 |
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| Source dataset | uspto-grants-2014_08 |
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| ORD ID | ord-dd3e42c327ab4e47880525ff27b45d3d |
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| Source note | uspto-grants-2014_08 |
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