HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,3-Dioxolane, 2-(bromomethyl)- → HCID 68821812, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,3-Dioxolane, 2-(bromomethyl)- | HCID 78068 | — |
| Reactant | Lithium Hexamethyldisilazide | HCID 2733832 | — |
| Reactant | 2,3-Dihydro-1H-indene-1-carbonitrile | HCID 3015277 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 68821812 | HCID 68821812 | 74% |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
2-bromomethyl-1,3-dioxolane (12.94 ml, 125.0 mmole) was added to a solution of 1-indanecarbonitrile (16.27 g, 113.6 mmole) in 100 ml of THF and cooled to 0° C. After the dropwise addition of 1M LHMDS (125 ml) the solution was stirred at 0° C. for 20 min then at room temperature for 20 min. After the removal of solvent the residue was flashed of silica using 15% EtOAc and Hexanes to afford 19.23 g of 1-(1,3-dioxolan-2-ylmethyl)-1-indanecarbonitrile (74% yield) as a thick oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07589204B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-46657b17b78c4458a39adbecd34ffc07 |
| Source note | uspto-grants-2009_09 |