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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 417057Generated: October 29, 2026

Sodium Carbonate → HCID 59496794, compound

https://huagongshe.com/reaction/417057

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant(2H-1,3-benzodioxol-5-yl)boronic acidHCID 2734371—
ReactantHCID 59496823HCID 59496823—
CatalystHCID 178418397HCID 178418397—
Solvent1,2-DimethoxyethaneHCID 8071—
SolventEthyl AcetateHCID 8857—
ProductHCID 59496794HCID 5949679436.3%

Reaction Conditions

Temperature90 °C

Reaction Steps

To a solution of trifluoro-methanesulfonic acid 3-cyclopentanecarbonyl-5-hydroxy-phenyl ester (300 mg) in 1,2-dimethoxyethane (4 mL) were added 3,4-methylenedioxyphenylboronic acid (295 mg), 2 M aq. sodium carbonate solution (0.9 mL) and Pd(PPh3)4 (10 mg) and the resulting mixture was stirred at 90° C. for 3 h. Then the reaction mixture was diluted with ethyl acetate, filtered through Celite and washed with water and brine. The organic extract was dried over anhydrous sodium sulfate, concentrated and purified on a silica gel column using ethyl acetate and hexanes to yield 100 mg of the title compound (36% yield). HRMS calcd for C19H18O4 [M+H]+ 311.1278, observed 311.1277.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08088936B2
Source datasetuspto-grants-2012_01
ORD IDord-0776d7839de7426babb764c35662ded6
Source noteuspto-grants-2012_01