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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 394596Generated: October 29, 2026

Trimethyltin chloride → HCID 18177246, compound

https://huagongshe.com/reaction/394596

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrimethyltin chlorideHCID 14016—
ReactantHCID 15006438HCID 15006438—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
ProductHCID 18177246HCID 18177246—

Reaction Steps

1-(4-Fluorophenyl)-5-bromo-1H-indole (5 g, 17.2 mmol) in THF (20 mL) was added during 3 minutes to a solution of n-BuLi (1.6 M, 26 mmol) in THF (200 mL) at −78° C. The solution was stirred for 4 minutes at −78° C. before addition of trimethylstannyl chloride (10 g, 50 mmol) in THF (10 mL). The reaction mixture was allowed to warn up to room temperature and stirred for 1 h. After evaporation of the solvent the crude product was purified by flash chromatography (EtOAc/Heptane 5/100). Yield: 3.6 g. Mp 61-63° C. (EtOAc/Heptane).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06602889B1
Source datasetuspto-grants-2003_08
ORD IDord-331bfcafa42040c7b1594fefc6e70016
Source noteuspto-grants-2003_08