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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2194586Generated: October 31, 2026

Potassium Carbonate → 4,4,5,5-Tetramethyl-2-[4-(oxan-4-yloxy)phenyl]-1,3,2-dioxaborolane

https://huagongshe.com/reaction/2194586

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenolHCID 2734624—
ReactantTetrahydro-2H-pyran-4-yl 4-methylbenzenesulfonateHCID 13961807—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product4,4,5,5-Tetramethyl-2-[4-(oxan-4-yloxy)phenyl]-1,3,2-dioxaborolaneHCID 7110804724.5%

Reaction Conditions

Temperature85 °C

Reaction Steps

A mixture of 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol (1 g, 4.5 mmole), tetrahydro-2H-pyran-4-yl 4-methylbenzenesulfonate (1.4 g, 5.4 mmole) and K2CO3 (1.3 g, 9 mmole) in DMF (10 mL) was heated at 85° C. for 20 h. The mixture was diluted with ethyl acetate, washed with water, dried over MgSO4, filtered, and concentrated under vacuum. The residue was purified by ISCO (silica gel, elute: 10% ethyl acetate in hexane) to give the title compound (335 mg, 24% yield) as a solid. MS (ESI) m/z: Calc. 304.2 (M+). Found: 305.3 (M++1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08334292B1
Source datasetuspto-grants-2012_12
ORD IDord-ed8963968f8843f1a5704ca5aef864f3
Source noteuspto-grants-2012_12