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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 63944Generated: October 26, 2026

Pinacol → 2-(2-Fluoro-4-methylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

https://huagongshe.com/reaction/63944

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPinacolHCID 6425—
Reactantp-Toluenesulfonic acid monohydrateHCID 521998—
Reactant(2-Fluoro-4-methylphenyl)boronic acidHCID 2783132—
SolventDiethyl EtherHCID 3283—
Product2-(2-Fluoro-4-methylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolaneHCID 6967243597%

Reaction Steps

To a solution of (2-fluoro-4-methylphenyl)boronic acid (500 mg, 3.24 mmol) in diethyl ether (20 mL) was added pinacol (360 mg, 3.24 mmol) and 4-toluenesulfonic acid monohydrate (30 mg, 162 μmol) and the resulting solution was stirred at room temperature for 18 hours. The reaction mixture was washed with a saturated aqueous sodium hydrogen carbonate solution (20 mL), dried over MgSO4 and concentrated in vacuo to give the title compound as a white solid, 740 mg, in a 97% yield. 1H NMR (400 MHz, CDCl3) δ ppm 1.33 (s, 12 H), 2.34 (s, 3 H), 6.82 (d, 1 H), 6.93 (d, 1 H), 7.60 (d, 1 H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09447116B2
Source datasetuspto-grants-2016_09
ORD IDord-6dce9615d7174c8aa69b89c1fd04db16
Source noteuspto-grants-2016_09