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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1108714Generated: October 31, 2026

alpha-Bromo-o-chlorotoluene → Methyl 3-acetyl-1-(2-chlorobenzyl)-2-propylindole-6-carboxylate

https://huagongshe.com/reaction/1108714

Reaction equation

Participants

RoleNameHCIDCharge
Reactantalpha-Bromo-o-chlorotolueneHCID 11905—
ReactantSodium hydrideHCID 24758—
ReactantHCID 11043471HCID 11043471—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductMethyl 3-acetyl-1-(2-chlorobenzyl)-2-propylindole-6-carboxylateHCID 10200004—

Reaction Conditions

Temperature20 °C

Reaction Steps

To a solution of methyl 3-acetyl-2-propylindole-6-carboxylate (74 mg) in dimethylformamide (1.4 ml) was added sodium hydride (60%, 15.4 mg). The mixture was stirred at 20° C. for 30 minutes, then 2-chlorobenzyl bromide (0.045 ml) was added. After stirred for 1 hour, the mixture was diluted with ethyl acetate and washed with water and brine. The organic phase was dried over sodium sulfate and evaporated in vacuo to give methyl 3-acetyl-1-(2-chlorobenzyl)-2-propylindole-6-carboxylate (125 mg) as solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06069156
Source datasetuspto-grants-2000_05
ORD IDord-e1d5928b9f224e6795446969d2b87036
Source noteuspto-grants-2000_05