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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1956328Generated: November 2, 2026

Tributyltin Chloride → HCID 15288192, compound

https://huagongshe.com/reaction/1956328

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTributyltin ChlorideHCID 15096—
Reactant4,5-dihydro-4,4-dimethyl-2-(2-thienyl)-oxazoleHCID 5008282—
ReactantButyllithiumHCID 178418339—
SolventDiethyl EtherHCID 3283—
ProductHCID 15288192HCID 15288192134.1%

Reaction Conditions

Temperature-70 °C

Reaction Steps

To a solution of 5.0 g of 4,5-dihydro-4,4-dimethyl-2-(2-thienyl)-oxazole in 20 ml of ether is added dropwise 18.75 ml of butyl lithium while maintaining the temperature at -70° C. with stirring under nitrogen. The reaction mixture is stirred at -70° C. for 15 minutes and 30 minutes at 0° C. The reaction mixture is cooled to -70° C. and 10.0 g of tributyl tin chloride added. The reaction mixture is quenched with water and extracted with ether. The organic layer is washed with water (2×100 ml), dried and evaporated in vacuo to give 17.4 g of residue which is purified by chromatography on silica gel by elution with 7:1 hexane:ethyl acetate to give 12.4 g of a yellowish oil. MS(M+H=472) the next step is example 19.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05780471
Source datasetuspto-grants-1998_07
ORD IDord-921a9e43bfb84fe8b6ca8ed928200808
Source noteuspto-grants-1998_07