HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → [1-(4-Methoxy-2,6-dimethyl-phenylsulfonyl)-piperidin-2-yl]-methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Piperidin-2-ylmethanol | HCID 94263 | — |
| Reactant | 4-Methoxy-2,6-dimethylbenzene-1-sulfonyl chloride | HCID 15917496 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | [1-(4-Methoxy-2,6-dimethyl-phenylsulfonyl)-piperidin-2-yl]-methanol | HCID 43574491 | 63% |
Reaction Steps
Piperidin-2-yl-methanol (60.77 mmol, 1 eq) was dissolved in methylene chloride (150 ml) and triethylamine (151.92 mmol, 2.5 eq) at 0° C. and a solution of 4-methoxy-2,6-dimethyl-benzenesulfonyl chloride (60.77 mmol, 1 eq) in methylene chloride (50 ml) was added dropwise at 0° C. The reaction solution was stirred at room temperature for 14 h. The reaction solution was then diluted with methylene chloride (200 ml) and the organic phase was washed with saturated sodium chloride solution (2×50 ml), dried over sodium sulfate and concentrated. The crude product was purified by column chromatography (5-20% ethyl acetate in hexane). Yield: 63%
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08119805B2 |
| Source dataset | uspto-grants-2012_02 |
| ORD ID | ord-1aad27a8e7e14d64aa09c98559229d9d |
| Source note | uspto-grants-2012_02 |