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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 393309Generated: October 30, 2026

Ethyl bromoacetate → Ethyl 2-(tetramethylcyclopentadienyl)acetate

https://huagongshe.com/reaction/393309

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl bromoacetateHCID 7748—
ReactantTetramethylcyclopentadienylsodiumHCID 15823254—
SolventTetrahydrofuranHCID 8028—
ProductEthyl 2-(tetramethylcyclopentadienyl)acetateHCID 85614880—

Reaction Steps

A solution of 3.822 g (22.89 mmol) ethyl bromoacetate in 25 mL THF was cooled to −78° C. and 3.000 g (20.80 g) sodium tetramethylcyclopentadienide in 50 mL THF was slowly added to it. The resulting slurry was allowed to warm to room temperature and was stirred overnight. The solvent was removed, the residue was extracted with pentane and filtered. The pentane was removed to give a mixture of isomers. Yield was 3.733 g (86.3%). Mass spectra m/e 208 (41 percent).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06806326B2
Source datasetuspto-grants-2004_10
ORD IDord-f9de19551786499dbfbf3a0f9442f018
Source noteuspto-grants-2004_10