HuagongsheHuagongshe Chemistry Print Report · For research reference only
3,4-dihydro-2H-pyran → 1-[2-Fluoro-4-(tetrahydro-pyran-2-yloxy)-phenyl]-ethanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3,4-dihydro-2H-pyran | HCID 8080 | — |
| Reactant | Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) | HCID 466102 | — |
| Reactant | 2'-Fluoro-4'-hydroxyacetophenone | HCID 2724912 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-[2-Fluoro-4-(tetrahydro-pyran-2-yloxy)-phenyl]-ethanone | HCID 68743752 | 74% |
Reaction Steps
A solution of 1-(2-fluoro-4-hydroxy-phenyl)-ethanone (130 mmol), 3,4-dihydro-2H-pyran (260 mmol) and a catalytic amount of pyridinium p-toluenesulfonate in CH2Cl2 (200 mL) was left overnight at room temperature. The organic phase was washed with 1 N NaOH (aq) (1×50 mL) and dried (K2CO3). Evaporation in vacuo gave a brown oil, that was purified by vacuumdistillation. The desired product was isolated as clear oil in 74% yield:
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07642367B2 |
| Source dataset | uspto-grants-2010_01 |
| ORD ID | ord-a58e0445372142d0beec1a2d496898ca |
| Source note | uspto-grants-2010_01 |