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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2406676Generated: November 2, 2026

3-Methylglutaric anhydride → 5-(5-Chloro-2-heptyl-1-methyl-1H-indol-3-yl)-3-methyl-5-oxo-pentanoic acid

https://huagongshe.com/reaction/2406676

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Methylglutaric anhydrideHCID 77828—
ReactantDimethylalumanylium chlorideHCID 16686359—
Reactant5-Chloro-2-heptyl-1-methyl-1H-indoleHCID 68749453—
SolventDichloromethaneHCID 6344—
SolventHexaneHCID 8058—
Product5-(5-Chloro-2-heptyl-1-methyl-1H-indol-3-yl)-3-methyl-5-oxo-pentanoic acidHCID 49802317—

Reaction Steps

To the solution of 5-chloro-2-heptyl-1-methyl-1H-indole in methylene chloride at 0° C. was added dimethyl aluminum chloride solution in hexane. The reaction mixture was stirred for 30 minutes. To this solution 4-methyl-dihydro-pyran-2,6-dione was added at 0° C. and the reaction mixture was stirred for 3 hours. The reaction was quenched with saturated ammonium chloride solution and extracted with ethyl acetate. The product was purified by column chromatography.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08809382B2
Source datasetuspto-grants-2014_08
ORD IDord-d434c9017bd24670814e91de35def895
Source noteuspto-grants-2014_08