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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2403586Generated: October 31, 2026

Triisopropyl borate → HCID 68106333, compound

https://huagongshe.com/reaction/2403586

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriisopropyl borateHCID 21531—
ReactantAmmonium ChlorideHCID 25517—
ReactantHCID 68107476HCID 68107476—
ReactantHCID 178418244HCID 178418244—
SolventTetrahydrofuranHCID 8028—
ProductHCID 68106333HCID 6810633335.7%

Reaction Conditions

Temperature-78 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08802679B2
Source datasetuspto-grants-2014_08
ORD IDord-dd3e42c327ab4e47880525ff27b45d3d
Source noteuspto-grants-2014_08