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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1266186Generated: November 1, 2026

1,3-Benzodioxol-5-amine → HCID 18549632, compound

https://huagongshe.com/reaction/1266186

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,3-Benzodioxol-5-amineHCID 84310—
Reactant5-Iodo-1,2,3-trimethoxybenzeneHCID 298133—
ReactantBinap, (A+-)-HCID 634876—
ReactantPotassium tert-butoxideHCID 23665647—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
SolventDichloromethaneHCID 6344—
ProductHCID 18549632HCID 18549632—

Reaction Conditions

Temperature100 °C

Reaction Steps

10 mmol of 3,4,5-trimethoxyiodobenzene, 0.4 mmol of palladium acetate, 0.4 mmol of 2,2′-bis(diphenylphosphino)-1,1′-bi naphthyl and 14 mmol of potassium tert-butanolate are added to 10 mmol of 3,4-methylenedioxyaniline dissolved in toluene. After heating for 15 minutes at 100° C., the reaction mixture is brought to ambient temperature, and then dichloromethane and water are added. The organic phase is subsequently separated off and distilled under reduced pressure. The residue is purified by chromatography on silica, using dichloromethane as eluant, to yield the expected product in the form of an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06548515B1
Source datasetuspto-grants-2003_04
ORD IDord-a122374ed13e4c20aca43234d87c45de
Source noteuspto-grants-2003_04