Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2187738Generated: October 31, 2026

Dimethylformamide → HCID 9945584, compound

https://huagongshe.com/reaction/2187738

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant2,4-Dichlorobenzyl chlorideHCID 7212—
ReactantSodium hydrideHCID 24758—
Reactantmethyl 1H-indole-5-carboxylateHCID 2737635—
SolventWaterHCID 962—
ProductHCID 9945584HCID 994558453.2%

Reaction Steps

2,4-Dichlorobenzyl chloride (8.68 g) is added to a mixture of 5-methoxycarbonylindole (6.49 g), 60% sodium hydride (2.24 g) and N,N-dimethylformamide, while cooled in an ice-water bath. This is stirred at room temperature for 20 minutes, and water is added thereto. Then, this is extracted with ethyl acetate. After washed with water, the organic layer is dried, concentrated, purified through silica gel column chromatography (eluent: hexane/ethyl acetate=6/1), and finally recrystallized from ethyl acetate/hexane to obtain 1-(2,4-dichlorobenzyl)-5-methoxycarbonylindole (49) (6.59 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06410584B1
Source datasetuspto-grants-2002_06
ORD IDord-ace8d6b55186434ab03c9837545f1243
Source noteuspto-grants-2002_06