HuagongsheHuagongshe Chemistry Print Report · For research reference only
Isoindoline → 2-(1,3-Dihydroisoindol-2-yl)-1-(1,4-dioxaspiro[4.5]dec-8-yl)ethanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Isoindoline | HCID 422478 | — |
| Reactant | Methanesulfonic acid, 1,1,1-trifluoro-, calcium salt (2:1) | HCID 2734307 | — |
| Reactant | 8-(Oxiran-2-yl)-1,4-dioxaspiro[4.5]decane | HCID 58562488 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 2-(1,3-Dihydroisoindol-2-yl)-1-(1,4-dioxaspiro[4.5]dec-8-yl)ethanol | HCID 66887271 | — |
Reaction Steps
A solution of 8-oxiranyl-1,4-dioxaspiro[4.5]decane (1.41 g, 7.66 mmol), isoindoline (1.00 g, 8.43 mmol) and calcium trifluoromethanesulfonate (1.29 g, 3.8 mmol) in anhydrous acetonitrile (60 ml) was stirred at room temperature overnight. The solvent was then concentrated in vacuo. The residue was taken up in ethyl acetate (50 ml) and the solution was washed with 25% potassium carbonate solution (3×50 ml). The aqueous phase was extracted with ethyl acetate (3×40 ml) and the combined organic phases were dried with sodium sulfate and concentrated in vacuo.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08288406B2 |
| Source dataset | uspto-grants-2012_10 |
| ORD ID | ord-63af93fb11f947348e3285ee61a4e4f9 |
| Source note | uspto-grants-2012_10 |