HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanesulfonyl chloride → Tert-butyl 3-(methanesulfonyloxy)pyrrolidine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1-Boc-3-pyrrolidinol | HCID 4416939 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Tert-butyl 3-(methanesulfonyloxy)pyrrolidine-1-carboxylate | HCID 4139999 | — |
Reaction Steps
To a solution of 3-hydroxy-pyrrolidine-1-carboxylic acid tert-butyl ester (2000.00 mg; 10.68 mmol; 1.00 eq.) in DCM 10 ml added ethyl-diisopropyl-amine (2.49 ml; 13.89 mmol; 1.30 eq.), then added dropwise methanesulfonyl chloride (0.89 ml; 11.22 mmol; 1.05 eq.) at 0° C., the reaction mixture was stirred for overnight at RT. TLC (EA/HEX=7:3) showed staring material converted to desired completed. Diluted the reaction solution with EA, washed with brine, organic layer was dried, filtered through silica gel 10 g, most color material was absorbed on silica gel, the filtrate was evaporated off solvent, got residue as title compound directly using for the next step reaction, TLC was clean.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09145392B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-d8a5be8550f54f5ba6eb6ddd8ff87906 |
| Source note | uspto-grants-2015_09 |