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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1861874Generated: October 26, 2026

Tributylstannane → HCID 10992697, compound

https://huagongshe.com/reaction/1861874

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTributylstannaneHCID 5948—
Reactant1-Pentol, (E)-HCID 5367604—
ReactantAmmonium chloride ammonium hydroxideHCID 21863491—
ReactantButyllithiumHCID 178418339—
ReactantHCID 178418361HCID 178418361—
ReactantHCID 178418546HCID 178418546—
SolventTetrahydrofuranHCID 8028—
ProductHCID 10992697HCID 10992697—

Reaction Conditions

Temperature-78 °C

Reaction Steps

CuCN (2.01 g, 22.40 mmol) is introduced into a round-bottomed flask placed under argon, THF (60 ml) is then added and the mixture is cooled to −78° C. n-Butyl-lithium (1.6 M, 27.7 ml, 44.40 mmol) is then added drop-wise and the mixture is allowed to slowly return to room temperature. It is again cooled to −78° C. and n-Bu3SnH (12 ml, 44.40 mmol) is added and the mixture is stirred for 10 minutes, during which the hydrogen is discharged. (2E)-3-Methylpent-2-en-4-yn-1-ol (1.86 g, 19.31 mmol) is then added, the reaction mixture is left stirring for 45 minutes and then poured into 200 ml of an NH4OH/NH4Cl (10/90) solution. Extraction is carried out with ether (3×100 ml), drying is carried out over Na2SO4 and evaporation is carried out under vacuum.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06534545B1
Source datasetuspto-grants-2003_03
ORD IDord-c4bce283fcc34cc99d5ecd55436e6533
Source noteuspto-grants-2003_03