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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1521977Generated: October 31, 2026

Sodium Carbonate → HCID 90412812, compound

https://huagongshe.com/reaction/1521977

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant4-(4,4,5,5-Tetramethyl-(1,3,2)dioxaborolan-2-yl)cyclohex-3-ene-1-carboxylic acid ethyl esterHCID 59278796—
ReactantDimethoxyethane ethanol waterHCID 86587095—
ReactantHCID 90411397HCID 90411397—
CatalystHCID 178418476HCID 178418476—
SolventEthyl AcetateHCID 8857—
ProductHCID 90412812HCID 90412812—

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of Example 219A (500 mg, 1.358 mmol), ethyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)cyclohex-3-enecarboxylate (495 mg, 1.766 mmol), and bis(triphenylphosphine)palladium(II) dichloride (95 mg, 0.136 mmol) in 30 mL 7:2:3 1,2-dimethoxyethane/ethanol/water was added sodium carbonate (432 mg, 4.07 mmol). The mixture was heated at 100° C. for 4 hours, cooled to room temperature, and diluted with 50 mL ethyl acetate. The mixture was washed with saturated sodium bicarbonate, water and brine, dried over magnesium sulfate, filtered, and concentrated. The residue was triturated with ethyl acetate and the solid was filtered and dried in vacuo to give the title compound. MS (ESI): 395.2 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09073922B2
Source datasetuspto-grants-2015_07
ORD IDord-ba10667ffbe746aaabefcef924ff01e3
Source noteuspto-grants-2015_07