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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 990813Generated: October 29, 2026

Water → HCID 15840342, compound

https://huagongshe.com/reaction/990813

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTributyltin ChlorideHCID 15096—
Reactant2-(2-furyl)-1,3-dioxaneHCID 346652—
ReactantCID 53628100HCID 178418400—
SolventTetrahydrofuranHCID 8028—
ProductHCID 15840342HCID 15840342—

Reaction Conditions

Temperature-20 °C

Reaction Steps

200 ml of sec-butyllithium (1.3M solution in cyclohexane, 260 mmol) were added dropwise to a solution of 34.4 g of 2-(2-furyl)-1,3-dioxane (224 mmol, obtainable from furfural and propane-1,3-diol) in 320 ml of THF at −70° C. in the course of 20 minutes. The solution was warmed at −20° C. for 30 minutes and then cooled again to −78° C. A solution of 60.8 ml of tributylstannyl chloride in 160 ml of THF was then added dropwise in the course of 30 minutes, after which the mixture was allowed to warm to room temperature. After 2.5 hours, water was added and the mixture was extracted with ethyl acetate. The organic phase was dried with magnesium sulphate and concentrated and the residue was distilled (boiling point0.8 1 80° C.). 93 g were obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06462068B1
Source datasetuspto-grants-2002_10
ORD IDord-71cd6007fed04268a480ecfcf5991b8f
Source noteuspto-grants-2002_10