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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1914047Generated: November 1, 2026

2-Bromoethanol → 2-{[3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]amino}ethanol

https://huagongshe.com/reaction/1914047

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-BromoethanolHCID 10898—
ReactantDiisopropylethylamineHCID 81531—
Reactant3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)anilineHCID 2734655—
SolventTolueneHCID 1140—
Product2-{[3-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]amino}ethanolHCID 7113850829%

Reaction Steps

A mixture of 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (219 mg, 1.00 mmol), 2-bromoethanol (82.7 μL, 1.10 mmol) and N,N-diisopropylethylamine (261 μL, 1.50 mmol) in toluene (2 mL) was refluxed for 22 hours. After cooling to room temperature, the mixture was concentrated. The residue was purified by silica gel column chromatography (EtOAc/hexane=2:1→1:1) to afford desired product (76.3 mg, 29.0%) as colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08609688B2
Source datasetuspto-grants-2013_12
ORD IDord-9b4f1c79e4694aeb8418bd6ed164796d
Source noteuspto-grants-2013_12