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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1977532Generated: November 1, 2026

Cyclopentadiene → HCID 131722567, compound

https://huagongshe.com/reaction/1977532

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclopentadieneHCID 7612—
ReactantSodium HydroxideHCID 14798—
Reactant2-Butene, 1-bromo-3-methyl-HCID 70092—
CatalystTrioctylmethylammonium chlorideHCID 21218—
SolventWaterHCID 962—
ProductHCID 131722567HCID 13172256716.8%

Reaction Steps

A 1.0 L double-walled reactor, provided with baffles, condenser, top stirrer, thermometer and dropping funnel equipped with a nitrogen inlet was charged with ALIQUAT 336 (4.0 g, 10 mmol), 4-bromo-2-methyl-2-butene (30.0 g, 0.20 mol) and freshly cracked cyclopentadiene (6.6 g, 0.10 mol). A 50 wt. % NaOH aqueous solution (84 g) was then added via the dropping funnel to the turbulently stirred reaction mixture. The reaction mixture was cooled with water during the addition of the base. After 5.5 hours of stirring at room temperature, the stirring was stopped, the layers separated and the product was distilled at reduced pressure. After vacuum distillation, 3.4 g of di-(3-methyl-2-butenyl)-cyclopentadiene were obtained. Characterizaton of the product took place with the aid of GC, GC-MS, 13C- and 1H-NMR.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06232516B1
Source datasetuspto-grants-2001_05
ORD IDord-642115a33575436a914a98037c739b60
Source noteuspto-grants-2001_05