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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1852938Generated: October 31, 2026

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

https://huagongshe.com/reaction/1852938

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 numberUS08962619B2
Source datasetuspto-grants-2015_02
ORD IDord-66a7a63a5035439d8bc2a6c4ac672750
Source noteuspto-grants-2015_02