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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1789552Generated: October 27, 2026

3-Chlorocyclopent-1-ene → 3-(3-[(1,1-Dimethylethyl)dimethylsiloxy]pent-1-yl)cyclopentene

https://huagongshe.com/reaction/1789552

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Chlorocyclopent-1-eneHCID 7297—
ReactantMagnesiumHCID 5462224—
Reactant(5-Chloro-3-pentyloxy)(2,2-dimethylethyl)dimethylsilane {3-chloro-1-ethylpropoxy)(1,1-dimethylethyl) dimethylsilaneHCID 86741753—
SolventTetrahydrofuranHCID 8028—
Product3-(3-[(1,1-Dimethylethyl)dimethylsiloxy]pent-1-yl)cyclopenteneHCID 13924076—

Reaction Steps

The procedure followed is the same as that described in Example 8 substituting (5-chloro-3-pentyloxy)(2,2-dimethylethyl)dimethylsilane {3-chloro-1-ethylpropoxy)(1,1-dimethylethyl)dimethylsilane} (78 g, 0.33 moles) diluted in tetrahydrofuran (100 ml), granular magnesium (24 g, 1.00 moles), tetrahydrofuran (100 ml), 0.1M solution of Li2CuCl4 (1.0 mmole), and 3-chlorocyclopentene (33 g, 0.33 moles) dissolved in tetrahydrofuran (50 ml). The crude product is distilled under reduced pressure leaving a clear yellow oil (21 g, 0.078 moles), BP 69° C./0.1 mm.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04689345
Source datasetuspto-grants-1987_08
ORD IDord-3ba57ccfe5a34447a527ebdf41b92a16
Source noteuspto-grants-1987_08