HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanesulfonyl chloride → HCID 70654827, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | 4-(3,5-Difluorophenyl)oxan-4-ol | HCID 19388635 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 70654827 | HCID 70654827 | 38% |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
4-(3,5-difluorophenyl)tetrahydro-2H-pyran-4-ol (1.0 equiv.) was dissolved in DCM (0.2 M) and cooled to 0° C. TEA (2.8 equiv.) was added to the solution, followed by MsCl (1.3 equiv.). The reaction was stirred at rt for 2 hrs. The solution was cooled to 0° C. and DBU (3.0 equiv.) was added. The reaction was stirred at rt for 18 hrs. The solution was concentrated and the residue was purified by SiO2 chromatography (0-100% EtOAc in Heptanes) to afford 4-(3,5-difluorophenyl)-3,6-dihydro-2H-pyran in 38% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09173883B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-5d83bf9c3f3b4c6fbbb05961208e8fbe |
| Source note | uspto-grants-2015_11 |