HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 4-{[tert-Butyl(dimethyl)silyl]oxy}-3-fluorocyclohexyl methanesulfonate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 4-{[Tert-butyl(dimethyl)silyl]oxy}-3-fluorocyclohexanol | HCID 59543135 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-{[tert-Butyl(dimethyl)silyl]oxy}-3-fluorocyclohexyl methanesulfonate | HCID 59543156 | — |
Reaction Steps
To a stirred solution of 4-{[tert-butyl(dimethyl)silyl]oxy}-3-fluorocyclohexanol (500 mg, 2.01 mmol) and TEA (0.56 mL, 4.03 mmol) in DCM (5 mL) was added MsCl (0.28 mL, 3.6 mmol) at 0° C. The reaction mixture was warmed to room temperature, left to stir for 1 h, treated with sodium bicarbonate solution, and neutralized with 1 N HCl. The mixture was extracted with DCM. The combined organics were dried, and concentrated to afford the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08431569B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-e2145f3596e943008256e96fcebd68c3 |
| Source note | uspto-grants-2013_04 |