HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → tert-butyl (2S)-2-[(methanesulfonyloxy)methyl]pyrrolidine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | (S)-(-)-N-Boc-prolinol | HCID 643448 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | tert-butyl (2S)-2-[(methanesulfonyloxy)methyl]pyrrolidine-1-carboxylate | HCID 10039261 | 101% |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
N-Boc-(2S)-prolinol (6.04 g) in 100 mL of dichloromethane was treated with 4.04 g of triethylamine, cooled to 0° C., and treated with methanesulfonyl chloride (4.0 g) slowly. After stirring at 0° C. for 30 minutes, the reaction was allowed to warm to room temperature, washed with 5% aqueous NaHCO3 solution, dried over sodium sulfate, and concentrated to dryness to give the title compound as an off-white oil (8.47 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07538138B2 |
| Source dataset | uspto-grants-2009_05 |
| ORD ID | ord-833a994639cd4f4f8d723756e456ed88 |
| Source note | uspto-grants-2009_05 |