HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → Methanesulfonic acid pyridin-2-ylmethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Piconol | HCID 11474 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Methanesulfonic acid pyridin-2-ylmethyl ester | HCID 22417657 | 59.3% |
Reaction Steps
To a solution of 2-pyridylcarbinol (10) (300 mg, 2.70 mmol) and triethyl amine (698 mg, 6.75 mmol) in dry THF (10 mL) at 0° C. was added a solution of mesylchloride (470 mg, 4.1 mmol) in dry THF (10 mL). Reaction mixture was allowed to stir for 2 h at room temperature [reaction was followed by TLC]. Reaction mixture was concentrated to remove THF under reduced pressure and the residue was dissolved in CH2Cl2 (100 mL), washed with brine, dried over anhydrous Na2SO4 and concentrated under reduced pressure to give compound 11 (300 mg, 59%) as gum and it was taken as such for next step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07939556B2 |
| Source dataset | uspto-grants-2011_05 |
| ORD ID | ord-09c6bf44197444038b50093c44d0d312 |
| Source note | uspto-grants-2011_05 |