HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → 3-(3,5-Difluorophenoxy)tetrahydro-2H-pyran
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 3,5-Difluorophenol | HCID 75928 | — |
| Reactant | Diisopropyl azodicarboxylate | HCID 5363146 | — |
| Reactant | tetrahydro-2H-pyran-3-ol | HCID 12256033 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-(3,5-Difluorophenoxy)tetrahydro-2H-pyran | HCID 86726830 | 75.8% |
Reaction Steps
A solution of 3,5-difluorophenol (1.15 g, 8.81 mmol), tetrahydro-2H-pyran-3-ol (0.900 g, 8.81 mmol), triphenylphosphine (2.31 g, 8.81 mmol) and DIAD (1.74 mL, 8.81 mmol) in THF (10 mL) was stirred overnight. The solution was then concentrated under reduced pressure and the residue was purified by purified by column chromatography on silica gel using CombiFlash® apparatus eluting with EtOAc/hexanes (0-30%). The purification afforded 1.43 g (75.8%) of the sub-title compound as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09200004B2 |
| Source dataset | uspto-grants-2015_12 |
| ORD ID | ord-b73e56504dc64af9833bbf63bd5b1540 |
| Source note | uspto-grants-2015_12 |