HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 2-(N-tert-Butoxycarbonylpiperidin-2-yl)ethyl methanesulfonate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | Tert-butyl 2-(2-hydroxyethyl)piperidine-1-carboxylate | HCID 5103438 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-(N-tert-Butoxycarbonylpiperidin-2-yl)ethyl methanesulfonate | HCID 23090166 | — |
Reaction Steps
2-(2-Hydroxyethyl)piperidine-1-carboxylic acid tert-butyl ester (229 mg) obtained from Referential Example 77 and triethylamine (209 μL) were dissolved in methylene chloride (5 mL) To the resultant solution, methanesulfonyl chloride (116 μL) was added at room temperature, followed by stirring for 30 minutes. The residue obtained by removal through evaporation of the reaction solvent under reduced pressure was partitioned between water and methylene chloride. The organic layer was sequentially washed with water and saturated brine, and then dried over sodium sulfate anhydrate, followed by filtration. The solvent was evaporated under reduced pressure, to thereby give the title compound in the form of crystals (288 mg, 93%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07622471B2 |
| Source dataset | uspto-grants-2009_11 |
| ORD ID | ord-cb72dbc54cee452db7a6cc4c5b704a6e |
| Source note | uspto-grants-2009_11 |