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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2097593Generated: October 25, 2026

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

https://huagongshe.com/reaction/2097593

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPinacolHCID 6425—
Reactant2-Chloro-5-hydroxybenzeneboronic acidHCID 44119342—
SolventTolueneHCID 1140—
Product4-Chloro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenolHCID 5348683683%

Reaction Conditions

Temperature120 °C

Reaction Steps

2-chloro-5-hydroxyphenyl boronic acid (409 mg, 2.37 mmol), pinacol (336 mg, 2.85 mmol), toluene (20 ml) and 4 angstrom molecular sieves (400 mg) were combined and heated at 120° C. for 2 h. The reaction mixture was allowed to cool and was then partitioned between EtOAc (2×30 ml) and water (30 ml). The combined organics were washed with brine (20 ml), dried (Na2SO4) and evaporated in vacuo to afford the desired product as a white solid (500 mg, 83%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08450346B2
Source datasetuspto-grants-2013_05
ORD IDord-510f82825199451f8a8788f4abfe73fe
Source noteuspto-grants-2013_05