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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1909836Generated: November 1, 2026

Trimethyltin chloride → HCID 66609547, compound

https://huagongshe.com/reaction/1909836

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrimethyltin chlorideHCID 14016—
ReactantHCID 66609412HCID 66609412—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
SolventHexaneHCID 8058—
ProductHCID 66609547HCID 66609547—

Reaction Conditions

Temperature-78 °C

Reaction Steps

A solution of 2-(2-butyloctyl)thiophene (1.52 g, 6.02 mmol) in dry THF (30 mL) was cooled to −78° C., and a solution of n-BuLi (2.5 M, 3.6 mL, 9.0 mmol) was then added slowly. This mixture was stirred at −78° C. for additional 10 minutes, and allowed to warm to room temperature and stirred at room temperature for 30 minutes, before it was cooled back to −78° C. again. A solution of trimethylstannyl chloride (1.0 M, 9 mL, 9.0 mmol) was added slowly. This mixture was stirred at −78° C. for 1 hour, and then allowed to warm to room temperature, and stirred at room temperature overnight. The reaction was quenched by water. The resulting reaction mixture was diluted with hexane, washed with water, dried over Na2SO4, and concentrated on a rotary evaporator, leading to a slightly yellow oil (2.48 g, 99.2%), which was directly used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08598575B2
Source datasetuspto-grants-2013_12
ORD IDord-413c0bcf14774453949a3c0c32b6fafb
Source noteuspto-grants-2013_12