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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 46300Generated: October 25, 2026

Pinacol → 4-Fluoro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol

https://huagongshe.com/reaction/46300

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPinacolHCID 6425—
Reactant5-Fluoro-2-hydroxyphenylboronic acidHCID 3772476—
SolventTolueneHCID 1140—
Product4-Fluoro-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenolHCID 5673770392%

Reaction Steps

To a suspension of (5-fluoro-2-hydroxyphenyl)boronic acid (1.000 g, 0.00641 mol) in toluene (3.0 ml) was added pinacol (0.875 g, 0.007404 mol). This was heated to reflux using a Dean-Stark apparatus for 24 hours before concentrating in vacuo. The residue was suspended in tert-butyl-methyl ether (10.0 ml) and organic layer was washed with saturated aqueous sodium chloride solution (2×10.0 ml), dried over sodium sulphate, filtered and concentrated in vacuo to afford the title compound as a translucent oil, 1.4 g, 92% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08541588B2
Source datasetuspto-grants-2013_09
ORD IDord-f3ffb88b56034f2a839a4350830e99c8
Source noteuspto-grants-2013_09