Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2187737Generated: October 31, 2026

2,4-DICHLOROBENZYL IODIDE → HCID 10131732, compound

https://huagongshe.com/reaction/2187737

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,4-DICHLOROBENZYL IODIDEHCID 518322—
Reactantmethyl 1H-indole-5-carboxylateHCID 2737635—
CatalystSilver(II) oxideHCID 92152—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 10131732HCID 1013173216.4%

Reaction Steps

Silver oxide (28.09 g) is added to a dioxane (200 ml) solution of 5-methoxycarbonylindole (17.52 g) and 2,4-dichlorobenzyl iodide (34.49 g), and stirred under reflux for 6.5 hours. The insoluble is removed through filtration, and the filtrate is concentrated under reduced pressure. The resulting oily residue is purified through silica gel column chromatography (eluent: hexane/ethyl acetate=4/1), and recrystallized from hexane/ethyl acetate to obtain 3-(2,4-dichlorobenzyl)-5-methoxycarbonylindole (46) (5.49 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06410584B1
Source datasetuspto-grants-2002_06
ORD IDord-eda08ae8faa44142b386686b5c458f26
Source noteuspto-grants-2002_06