HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanesulfonyl chloride → (R)-(tetrahydrofuran-2-yl)methyl methanesulfonate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | (2R)-oxolan-2-ylmethanol | HCID 6931745 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (R)-(tetrahydrofuran-2-yl)methyl methanesulfonate | HCID 18649742 | 92.6% |
Reaction Steps
A mixture of (R)-(tetrahydrofuran-2-yl)methanol (600 mg, 5.87 mmol), DCM (35 ml), TEA (0.983 ml, 7.05 mmol) was diluted with methanesulfonyl chloride (0.467 ml, 5.99 mmol), via a dropwise addition. The reaction mixture was stirred at ambient temperature for 5 hours and the reaction progress was followed by LCMS. The crude reaction mixture was washed with saturated sodium bicarbonate (1×), water (2×), filtered and concentrated to a constant mass, giving 980 mg of the title compound, which was used without further purification. LCMS (m/z): 181.0 (MH+), retention time=0.40 min
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08415381B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-48e1598afde14f59b7095b01466c9a76 |
| Source note | uspto-grants-2013_04 |