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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1591768Generated: October 25, 2026

Dimethylformamide → Benzyl (2-methyl-1H-indol-3-yl)acetate

https://huagongshe.com/reaction/1591768

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantBenzyl BromideHCID 7498—
ReactantPotassium CarbonateHCID 11430—
Reactant2-Methyl-1H-indole-3-acetic acidHCID 589107—
SolventWaterHCID 962—
ProductBenzyl (2-methyl-1H-indol-3-yl)acetateHCID 38336027—

Reaction Steps

Under argon gas, potassium carbonate (2.52 g) and benzyl bromide (1.2 mL) were added to dimethyl formamide (20 mL) solution containing 2-(2-methylindol-3-yl)acetic acid (1.73 g), which was stirred at room temperature for 2 hours. The reaction mixture was radiationally cooled and water was added, and then the mixture was extracted by ethyl acetate. The extract was sequentially washed with water and saturated brine and dried by sulfuric anhydride sodium, and concentrated. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=4:1) to give a title compound (2.63 g) having the following physical properties was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07291644B2
Source datasetuspto-grants-2007_11
ORD IDord-51b8733d373e429083579beb7f6892fa
Source noteuspto-grants-2007_11