HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanesulfonyl chloride → tert-Butyl 3-(((methylsulfonyl)oxy)methyl)piperidine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | tert-Butyl 3-(hydroxymethyl)piperidine-1-carboxylate | HCID 2763851 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | tert-Butyl 3-(((methylsulfonyl)oxy)methyl)piperidine-1-carboxylate | HCID 22647269 | — |
Reaction Steps
To a solution of 3-hydroxymethyl-piperidine-1-carboxylic acid tert-butyl ester (9.41 g, 0.048 mol) in dichloromethane (200 mL) at room temperature was added iPr2NEt (14.1 g, 0.110 mol), followed by MsCl (5.5 g, 0.048 mol). The reaction mixture was allowed to stir for one hour before concentrating and purifying the resulting residue by silica gel chromatography (1:1 hexane:ethyl acetate). The desired compound was obtained as an oil (11.06 g, 86%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06713479B2 |
| Source dataset | uspto-grants-2004_03 |
| ORD ID | ord-48db1e30342c497e8e8bc8b1146e1f3d |
| Source note | uspto-grants-2004_03 |