HuagongsheHuagongshe Chemistry Print Report · For research reference only
Solketal → 13580-09-1
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Solketal | HCID 7528 | — |
| Reactant | Propargyl bromide | HCID 7842 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Catalyst | Tetrabutylammonium Iodide | HCID 67553 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 13580-09-1 | HCID 3429262 | — |
Reaction Steps
A 0° C. solution of (2,2-dimethyl-1,3-dioxolan-4-yl)methanol (Aldrich, 1 g) in THF (20 mL) was treated with NaH (327 mg, 60% oil dispersion), then refluxed for 60 min. The resulting suspension was cooled in an ice bath, treated with nBu4NI (55 mg) and propargyl bromide (0.9 mL) then stirred at r.t. for 2 h. The reaction was partitioned between water and ether (2×) and the combined ether extacts were dried (MgSO4), concentrated to give 1.3 g of the title compound. MS ESI(+) m/e 170.9 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07468371B2 |
| Source dataset | uspto-grants-2008_12 |
| ORD ID | ord-7f2f0bd25f2947fc81309debf1665c86 |
| Source note | uspto-grants-2008_12 |