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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 874089Generated: October 29, 2026

Pyrrole → HCID 23051028, compound

https://huagongshe.com/reaction/874089

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyrroleHCID 8027—
Reactant(3-Chloropropyl)triethoxysilaneHCID 78771—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
ProductHCID 23051028HCID 23051028—

Reaction Conditions

Temperature-10 °C

Reaction Steps

A solution of butyllithium (1.6 M in hexane, 187 mL, 0.3 mol) is added in 1 hour to a solution of pyrrole (20 g, 0.3 mol) in THF (200 ml) cooled to −10° C. This solution is kept at 0° C. for 1 hour. 72.3 g of 3-chloropropyltriethoxysilane (0.3 mol) is added to this solution, then the temperature of the reaction mixture is raised to +65° C. for 8 hours. After the temperature of the reaction mixture has returned to 20° C., the THF is evaporated under vacuum. The raw product is taken up in cyclohexane (150 mL), the salts of lithium chloride are filtered and the aqueous solution is washed with 50 mL of distilled water. The organic phase is dried over magnesium sulfate and the solvent is evaporated under vacuum. The desired product (57.8 g) is then recovered.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08980392B2
Source datasetuspto-grants-2015_03
ORD IDord-618b908ad9b84741b0fc61ccbb80414e
Source noteuspto-grants-2015_03