HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → Methanesulfonic acid 1-isopropyl-piperidin-4-yl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | 1-Isopropylpiperidin-4-ol | HCID 79681 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Methanesulfonic acid 1-isopropyl-piperidin-4-yl ester | HCID 86601897 | 100.3% |
Reaction Steps
1-Isopropyl-4-hydroxypiperidine (1 g, 6.98 mmol), DCM (10 ml) and triethylamine (1.08 ml, 7.68 mmol) were cooled to 0-5° C. and mesyl chloride (0.54 ml, 6.98 mmol) was added dropwise under N2. The reaction was allowed to warm to room temperature and stirred for 1 hour. The reaction was quenched with sat. NaHCO3 (20 ml) and the aqueous phase extracted with DCM (2×5 ml). The combined organic extracts were dried over MgSO4, filtered, washed with DCM and concentrated in vacuo to give the title compound (1.55 g, 100%) as a pale yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07456164B2 |
| Source dataset | uspto-grants-2008_11 |
| ORD ID | ord-f5aca03f90fc4620afb15493884ab6b3 |
| Source note | uspto-grants-2008_11 |