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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2111617Generated: November 1, 2026

Hydrochloric Acid → Diethyl 5,6-indandicarboxylate

https://huagongshe.com/reaction/2111617

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantDiethyl acetylenedicarboxylateHCID 69803—
Reactant1,6-HeptadiyneHCID 337121—
CatalystC7H5CoO2HCID 178521473—
SolventO-XyleneHCID 7237—
ProductDiethyl 5,6-indandicarboxylateHCID 2308454121.8%

Reaction Conditions

Temperature80 °C

Reaction Steps

Diethyl acetylenedicarboxylate (1.0 ml, 6.3 mmol) and dicarbonylcyclopentadienylcobalt (0.1 ml, 0.62 mmol) were added dropwise to a solution of 1,6-heptadiyne (0.72 ml, 6.3 mmol) in xylene (5 ml), and stirred at 80° C. for 5 days. To the reaction solution was added dilute hydrochloric acid, and extracted with ethyl acetate. The organic layer was washed with saturated brine, dried and concentrated under reduced pressure, followed by purifying the residue by silica gel chromatography (chloroform, successively hexane:ethyl acetate=10:1) to give 0.36 g of diethyl 5,6-indandicarboxylate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07521451B2
Source datasetuspto-grants-2009_04
ORD IDord-165e40bab6624303bc3a726675beda39
Source noteuspto-grants-2009_04