HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → Tert-butyl 2-[(methanesulfonyloxy)methyl]pyrrolidine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | tert-Butyl 2-(hydroxymethyl)pyrrolidine-1-carboxylate | HCID 550865 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Tert-butyl 2-[(methanesulfonyloxy)methyl]pyrrolidine-1-carboxylate | HCID 18007568 | 129.6% |
Reaction Steps
To a solution of tert-butyl 2-(hydroxymethyl)pyrrolidine-1-carboxylate (1.00 g, 4.97 mmol, 1.0 equiv) and Et3N (1.06 g, 10.5 mmol, 2.1 equiv) in DCM (15 mL) was added dropwise MsCl (0.85 g, 7.40 mmol, 1.5 equiv) at 0° C. Then the reaction mixture was stirred at room temperature for 3 h. After the mixture was washed with brine, the organic layer was separated, dried over Na2SO4, filtered, and concentrated to give 1.8 g of the crude product, which was used for the nest step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08772301B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-e87443b5247f4228afcbcb5824f11bc5 |
| Source note | uspto-grants-2014_07 |