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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2194592Generated: October 31, 2026

Potassium Carbonate → (R)-4,4,5,5-tetramethyl-2-(4-(tetrahydrofuran-3-yloxy)phenyl)-1,3,2-dioxaborolane

https://huagongshe.com/reaction/2194592

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenolHCID 2734624—
Reactant(S)-tetrahydrofuran-3-yl 4-methylbenzenesulfonateHCID 13837326—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product(R)-4,4,5,5-tetramethyl-2-(4-(tetrahydrofuran-3-yloxy)phenyl)-1,3,2-dioxaborolaneHCID 7110810930%

Reaction Conditions

Temperature85 °C

Reaction Steps

A mixture of 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol (6.3 g, 28.5 mmole), (S)-tetrahydrofuran-3-yl 4-methylbenzenesulfonate (6.8 g, 28 mmol) and K2CO3 (8.0 g, 58 mmole) in DMF (25 mL) was heated at 85° C. for 15 h. The reaction mixture was diluted with ethyl acetate, washed with water, dried over MgSO4, filtered, and concentrated under vacuum. The residue was purified by flash chromatography (silica gel, elute: 5% ethyl acetate in hexane) to give the title compound (2.4 g, 30% yield). MS (ESI) m/z: Calc. 290.1 (M+). Found: 291.1 (M++1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08334292B1
Source datasetuspto-grants-2012_12
ORD IDord-6360afb129794a11b96115367b75f1d7
Source noteuspto-grants-2012_12