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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1453734Generated: October 26, 2026

2-Methylindole → 6-(2-Methyl-1H-indole-3-carbonyl)-cyclohex-3-enecarboxylic acid

https://huagongshe.com/reaction/1453734

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-MethylindoleHCID 7224—
ReactantTetrahydrophthalic anhydride, cis-HCID 98495—
ReactantAluminum(III) ChlorideHCID 6451240—
Solvent1,2-DichloroethaneHCID 11—
Product6-(2-Methyl-1H-indole-3-carbonyl)-cyclohex-3-enecarboxylic acidHCID 67316669105.9%

Reaction Conditions

Temperature65 °C

Reaction Steps

2-Methyl indole (50 mmol, 6.55 g) and AlCl3 (50 mmol, 7.3 g) were stirred in 500 mL DCE. cis-1,2,3,6-Tetrahydrophthalic anhydride (50 mmol, 7.6 g) was added and the reaction was heated to 65° C. for 6 h. The reaction was carefully quenched with 10 mL water and stirred overnight. The resulting red solid was filtered, washed with water, and dried to give 15 g of the sub-title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07476667B2
Source datasetuspto-grants-2009_01
ORD IDord-dd9908fd2b3b4ffb85faae4d10bc9a39
Source noteuspto-grants-2009_01