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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1077420Generated: October 25, 2026

Oxalyl chloride → 2-(Acetylamino)methyl-5-(3-methoxycarbonylpropionyl)indane

https://huagongshe.com/reaction/1077420

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxalyl chlorideHCID 65578—
ReactantmonoMethyl succinateHCID 77487—
ReactantAluminum(III) ChlorideHCID 6451240—
Reactant2-(Acetylaminomethyl)indaneHCID 21476287—
CatalystDimethylformamideHCID 6228—
Solvent1,1-DichloroethaneHCID 6365—
Product2-(Acetylamino)methyl-5-(3-methoxycarbonylpropionyl)indaneHCID 2147630793.4%

Reaction Steps

To 48.3 g of methyl hydrogen succinate dissolved in 840 ml of dichloroethane were added 46.4 g of oxalyl chloride and 2 drops of dimethylformamide. The mixture was stirred at room temperature for 5 hours. Then, under ice cooling, 34.6 g of 2-(acetylaminomethyl)indane dissolved in 280 ml of dichloroethane and 97.6 g of anhydrous aluminum chloride were added to the reaction mixture. After the mixture was stirred for 1 hour, the reaction mixture was poured into ice water. The organic layer was collected by separation, washed with water and dried, and the solvent was removed to obtain 51.8 g of 2-(acetylamino) methyl-5-(3methoxycarbonylpropionyl) indane.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05543409
Source datasetuspto-grants-1996_08
ORD IDord-10157b5f6f3f4079807535ef4dfd4bd6
Source noteuspto-grants-1996_08