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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1242141Generated: November 2, 2026

Water → 1-(2,4-Dichlorobenzyl)-6-(methoxycarbonyl)-3-methylindole

https://huagongshe.com/reaction/1242141

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant2,4-Dichlorobenzyl chlorideHCID 7212—
ReactantSodium hydrideHCID 24758—
ReactantMethyl 3-methyl-1H-indole-6-carboxylateHCID 21938240—
SolventDimethylformamideHCID 6228—
Product1-(2,4-Dichlorobenzyl)-6-(methoxycarbonyl)-3-methylindoleHCID 2193827579.1%

Reaction Steps

6-(Methoxycarbonyl)-3-methylindole (0.57 g) is dissolved in N,N-dimethylformamide (10 ml), to which is added sodium hydride (60% oily, 0.145 g) With cooling with ice. Then, 2,4-dichlorobenzyl chloride (0.707 g) is added thereto, and stirred at room temperature for 1.5 hours. Water is added to the reaction mixture, which is then extracted with ethyl acetate. The organic layer is washed with a saturated saline solution, and dried with anhydrous magnesium sulfate. The drying agent is removed through filtration, and the filtrate is concentrated under reduced pressure. The resulting residue is purified through silica gel column chromatography (eluent: hexane/ethyl acetate=9/1) to obtain 1-(2,4-dichlorobenzyl)-6-(methoxycarbonyl)-3-methylindole (72) (0.83 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07115647B2
Source datasetuspto-grants-2006_10
ORD IDord-8513a61150c94691a6024b8a77ee893b
Source noteuspto-grants-2006_10