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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 245736Generated: October 31, 2026

Acetyl chloride → 4-acetoxy-1-methyl-1H-indole-2-carboxylic acid

https://huagongshe.com/reaction/245736

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetyl chlorideHCID 6367—
ReactantTriethylamineHCID 8471—
Reactant4-Hydroxy-1-methyl-1H-indole-2-carboxylic acidHCID 10219758—
SolventDichloromethaneHCID 6344—
Product4-acetoxy-1-methyl-1H-indole-2-carboxylic acidHCID 67362908109.6%

Reaction Steps

To 4-hydroxy-1-methyl-1H-indole-2-carboxylic acid (0.262 mmol, 50 mg) in dichloromethane (1 ml) and triethylamine (2.62 mmol, 365 μl) at 0° C. was added acetyl chloride (0.266 mmol, 19 μl) and the reaction mixture stirred at room temperature for one hour. The reaction was quenched with saturated aqueous sodium hydrogencarbonate and extracted twice with dichloromethane. The organic layers were combined, dried (Na2SO4) and concentrated under reduced pressure to yield 4-acetoxy-1-methyl-1H-indole-2-carboxylic acid (67 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08658794B2
Source datasetuspto-grants-2014_02
ORD IDord-d3f9f3f14d404d4a862816a3b87e9b2b
Source noteuspto-grants-2014_02