HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → (S)-tetrahydrofuran-3-yl methanesulfonate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 3-Furanol, tetrahydro- | HCID 9960 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (S)-tetrahydrofuran-3-yl methanesulfonate | HCID 57561588 | 93.6% |
Reaction Steps
A solution of tetrahydrofuran-3-ol (25.0 g, 283 mmol) in 150 ml of DCM was cooled to 0° C., to this was added triethylamine (59 ml, 425 mmol) and mesylchloride (26.0 ml, 340 mmol), stirred the reaction mixture for 4 h at room temperature. TLC indicated reaction completion, it was diluted with DCM (100 ml), washed with water and brine solution, dried over anhydrous sodium sulfate, organic layer was evaporated to yields (44.0 g) of title product which was used as such for the next step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09394305B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-8b7b7d26f0474ae9855adc790dff7a76 |
| Source note | uspto-grants-2016_07 |