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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1699510Generated: November 1, 2026

Cyclopentadiene → HCID 15796839, compound

https://huagongshe.com/reaction/1699510

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclopentadieneHCID 7612—
ReactantSodium hydrideHCID 24758—
Reactant9-(CHLORODIPHENYLSILYL)-9H-FLUORENEHCID 2763063—
ReactantHCID 178507085HCID 178507085—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
SolventTetrahydrofuranHCID 8028—
ProductHCID 15796839HCID 1579683965%

Reaction Steps

80 g (0.21 mol) of (2a) were added at 10° C. to an about 2 molar solution of cyclopentadienylsodium in tetrahydrofuran (THF), prepared from 27.8 g (0.42 mol) of freshly cracked cyclopentadiene and 16.7 g (0.42 mol) of 60% strength sodium hydride (as an oil suspension) in 200 ml of THF and the reaction mixture was stirred at room temperature for 3 hours. 300 ml of water and 400 ml of toluene were subsequently added. After phase separation, extraction with a further 250 ml of toluene and drying over magnesium sulfate, the solvents were removed and the residue was taken up in 240 ml of n-heptane. The solid was filtered off, washed with n-heptane and dried under reduced pressure. 57 g (65%) of 2b were obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06346635B1
Source datasetuspto-grants-2002_02
ORD IDord-96750350353c41f0b645cda86fa491da
Source noteuspto-grants-2002_02