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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1613922Generated: November 2, 2026

Dichloromethane → HCID 19774607, compound

https://huagongshe.com/reaction/1613922

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantCyclopentadieneHCID 7612—
ReactantSodium MethoxideHCID 10942334—
Reactant4-OxoundecanalHCID 13193464—
SolventMethanolHCID 887—
ProductHCID 19774607HCID 1977460734%

Reaction Conditions

Temperature0 °C

Reaction Steps

20.4 ml of a 30 percent strength solution of sodium methanolate (111 mmol) in methanol were initially introduced into the reaction vessel at 0° C., and a mixture of 9.0 g (44.5 mmol) of 4-oxoundecylaldehyde and 4.0 ml (49 mmol) of cyclopentadiene was added in the course of 30 minutes. After the mixture had been stirred at 0° C. for 2 hours and at room temperature for a further 3 hours, it was hydrolyzed, methylene chloride was added and the mixture was filtered over Corolite. The organic phase was separated off, dried over MgSO4 and evaporated. Column chromatography with hexane as the mobile phase gave 3.2 g (34%) of the indene 17. For the NMR data, see Table 1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05194619
Source datasetuspto-grants-1993_03
ORD IDord-8f00b088d2f34ca3baa014eb7cc85157
Source noteuspto-grants-1993_03