Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Tributyltin Chloride | HCID 15096 | — |
| Reactant | 2-(2-furyl)-1,3-dioxane | HCID 346652 | — |
| Reactant | CID 53628100 | HCID 178418400 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 15840342 | HCID 15840342 | — |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06462068B1 |
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| Source dataset | uspto-grants-2002_10 |
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| ORD ID | ord-71cd6007fed04268a480ecfcf5991b8f |
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| Source note | uspto-grants-2002_10 |
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