HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → Tert-butyl 4-(chloro(methylsulfonyloxyimino)methyl)piperidine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | Tert-butyl 4-(chloro(hydroxyimino)methyl)piperidine-1-carboxylate | HCID 76573117 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | Tert-butyl 4-(chloro(methylsulfonyloxyimino)methyl)piperidine-1-carboxylate | HCID 86640985 | 53.7% |
Reaction Steps
tert-Butyl 4-(chloro(hydroxyimino)methyl)piperidine-1-carboxylate (2.3 g, 8.75 mmol) and methanesulfonyl chloride (0.68 mL, 8.75 mmol) were suspended in diethyl ether (200 mL). Triethylamine (1.22 mL, 8.75 mmol) was added and the reaction stirred at ambient temperature until consumption of starting material. The mixture was filtered and the filtrate was concentrated. The residue was purified by flash chromatography (using dichloromethane) to afford the title compound (1.6 g, 53% yield) as a clear oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08431713B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-d5d92b4431bb4166a452e24b126685e2 |
| Source note | uspto-grants-2013_04 |