HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanesulfonyl chloride → (R)-1-(5-fluoro-2-methylphenyl)propan-2-yl methanesulfonate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | (2R)-1-(5-fluoro-2-methylphenyl)propan-2-ol | HCID 66687280 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (R)-1-(5-fluoro-2-methylphenyl)propan-2-yl methanesulfonate | HCID 86663209 | — |
Reaction Steps
A solution of (R)-1-(5-fluoro-2-methylphenyl)propan-2-ol (6.1 g, 36.3 mmol) and DIEA (12.6 mL, 72.6 mmol) in 200 mL anhydrous DCM was cooled in ice-water bath. Then methylsulfonyl chloride (3.4 mL, 43.5 mmol) was added slowly and the mixture was stirred for 30 min at rt. And then, saturated NaHCO3 solution (30 mL) was added to the solution and extracted with DCM, dried over anhydrous MgSO4, concentrated, passed through silicagel pad to give crude (R)-1-(5-fluoro-2-methylphenyl)propan-2-yl methanesulfonate (F-2).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08822500B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-592e5b6045574ca4825a8c88953ba1e3 |
| Source note | uspto-grants-2014_09 |