HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Bicarbonate → 2-(3-Oxetan-3-yl-phenyl)-ethanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | tert-Butyl-dimethyl-[2-(3-oxetan-3-yl-phenyl)-ethoxy]-silane | HCID 67170174 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-(3-Oxetan-3-yl-phenyl)-ethanol | HCID 67170029 | 89.3% |
Reaction Steps
9.0 g of tert-Butyl-dimethyl-[2-(3-oxetan-3-yl-phenyl)-ethoxy]-silane were dissolved using 200 ml of anhydrous THF and 92 ml of a 1M solution of tetra-n-butylammonium fluoride in THF added at room temperature. The reaction mixture was stirred at room temperature for 3 h and then poured into 500 ml of a saturated aqueous NaHCO3-solution and extracted three times using 300 ml of EA each. The organic layer was then dried using MgSO4 and evaporated. Chromatography on silica gel using EA/HEP (gradient) yielded 4.9 g of the title compound, colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08618304B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-90e7fd58603649119ce7489e4a9be1f4 |
| Source note | uspto-grants-2013_12 |