HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 4-(4-Cyanophenyl)-4-[4-(tetrahydro-2h-pyran-2-yloxy)phenoxy]butyl methanesulfonate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | 4-{4-Hydroxy-1-[4-(tetrahydro-2h-pyran-2-yloxy)phenoxy]butyl}-benzonitrile | HCID 22235408 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-(4-Cyanophenyl)-4-[4-(tetrahydro-2h-pyran-2-yloxy)phenoxy]butyl methanesulfonate | HCID 22235517 | 100% |
Reaction Steps
A solution of 4-{4-hydroxy-1-[4-(tetrahydro-2H-pyran-2-yloxy)phenoxy]butyl}benzonitrile (see step (ii) above; 2.37 g, 6.45 mmol) and TEA (1.35 mL, 9.68 mmol) in DCM (10 mL) was cooled to −5° C. Methanesulfonyl chloride (0.65 mL, 8.38 mmol) in DCM (5 mL) was added slowly. After addition was complete, the temperature was maintained below 5° C. for 1 h before DCM and water were added. The organic layer was washed with water, dried (Na2SO4) and then evaporated to yield 2.87 g (100%) of the sub-title compound. This was used in the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06559162B2 |
| Source dataset | uspto-grants-2003_05 |
| ORD ID | ord-9b277457e9dd45738393983307b63d40 |
| Source note | uspto-grants-2003_05 |