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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1673370Generated: October 29, 2026

Sodium Carbonate → HCID 57879355, compound

https://huagongshe.com/reaction/1673370

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant(2H-1,3-benzodioxol-5-yl)boronic acidHCID 2734371—
ReactantMethyl 2-(benzamido)-4-bromobenzoateHCID 57879335—
SolventDimethylacetamideHCID 31374—
ProductHCID 57879355HCID 5787935556.8%

Reaction Conditions

Temperature90 °C

Reaction Steps

52 mg of 3,4-methylenedioxyphenylboronic acid, 55 mg of sodium carbonate and 30 mg of polymer supported bis(acetato)triphenylphosphine palladium(II) were added to 2.5 mL of N,N-dimethylacetamide solution containing 70 mg of methyl 2-(benzamido)-4-bromobenzoate, and stirred at 90° C. for 22 hours. After the reaction mixture was cooled to room temperature, insoluble were removed by filtration and ethyl acetate and 1.2 mol/L hydrochloric acid were added. The organic layer was separated and dried over anhydrous magnesium sulfate after washed with 1.0 mol/L hydrochloric acid and a saturated sodium chloride aqueous solution sequentially, and the solvent was evaporated under reduced pressure. 1.0 mL of 1.0 mol/L aqueous sodium hydroxide and 2.0 mL of ethanol were added to the obtained residue and stirred at room temperature for 1 hour. 0.6 mol/L hydrochloric acid was added to the reaction mixture and a solid substance was separated by filtration to obtain 43 mg of 2-(benzamido)-4-(benzo[1,3]dioxol-5-yl)benzoic acid as white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07999132B2
Source datasetuspto-grants-2011_08
ORD IDord-0df3703413184a55aebaa12c81cbc49a
Source noteuspto-grants-2011_08