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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1433906Generated: October 31, 2026

4-Bromo-3-nitroanisole → HCID 57934031, compound

https://huagongshe.com/reaction/1433906

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Bromo-3-nitroanisoleHCID 79288—
ReactantHCID 56931705HCID 56931705—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
CatalystHCID 178418397HCID 178418397—
SolventTolueneHCID 1140—
ProductHCID 57934031HCID 5793403156.4%

Reaction Conditions

Temperature100 °C

Reaction Steps

The title compound was synthesized by referring to Tetrahedron, 1994, 50 (6), 1899. A mixture of 1-benzenesulfonyl-6-methoxy-2-tributylstannyl-1H-indole (12.1 g), 4-bromo-3-nitroanisole (4.6 g), tetrakis(triphenylphosphine)palladium(0) (1.1 g), copper(I) iodide (760 mg) and toluene (90 ml) was stirred for 1 hour at 100° C. The reaction mixture was cooled to room temperature, NH silica gel (20 g) was added thereto, the solution was concentrated in vacuo, and the resulting residue was purified by NH silica gel column chromatography (hexane-ethyl acetate system) to provide the title compound (4.9 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07612114B2
Source datasetuspto-grants-2009_11
ORD IDord-ae72b8f5081f4d0a9a8e4888b4cf7b21
Source noteuspto-grants-2009_11