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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 354027Generated: October 27, 2026

Tributyltin Chloride → Diethyl 5-tributylstannyl-2-furanphosphonate

https://huagongshe.com/reaction/354027

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTributyltin ChlorideHCID 15096—
ReactantLithium cyclohexylisopropylamideHCID 10877271—
ReactantPhosphonic acid, 2-furanyl-, diethyl esterHCID 12485182—
SolventTetrahydrofuranHCID 8028—
ProductDiethyl 5-tributylstannyl-2-furanphosphonateHCID 22280515—

Reaction Conditions

Temperature-78 °C

Reaction Steps

A solution of diethyl 2-furanphosphonate (1 mmole, prepared as in Step C of Example 1) in THF was cooled at −78° C. and cannulated to a solution of lithium N-isopropyl-N-cyclohexylamide in THF at −78° C. over 15 min. The resulting mixture was stirred at −78° C. for 2 h and cannulated into a solution of tributyltin chloride (1 mmole) in THF at −78° C. over 20 min. The mixture was then stirred at −78° C. for 1 h, and at 25° C. for 12 h. Extraction and chromatography gave compound (14) as a light yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06756360B1
Source datasetuspto-grants-2004_06
ORD IDord-ac6d7a8faf9d4c838dfacd28699a9e3f
Source noteuspto-grants-2004_06