HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → Ethyl 1-(phenylsulfonyl)piperidine-4-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Benzenesulfonyl chloride | HCID 7369 | — |
| Reactant | Ethyl 4-piperidinecarboxylate | HCID 70770 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Ethyl 1-(phenylsulfonyl)piperidine-4-carboxylate | HCID 257103 | 57.2% |
Reaction Steps
A solution of ethyl isonipecotate (15.7 g, 0.1 mol) in methylene chloride (100 mL) at 0° C. was treated with pyridine (10 mL) and then benzenesulfonyl chloride (17.6 g, 0.1 mol). The reaction was warmed to room temperature and stirred at room temperature for 2 hours. The reaction was then poured into 1 N HCl (1 L) and extracted with ethyl acetate (2×500 mL). The combined extracts were dried over anhydrous magnesium sulfate, filtered, and concentrated at reduced pressure. The solid was recrystallized from ethyl acetate to give 17 g of product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05475109 |
| Source dataset | uspto-grants-1995_12 |
| ORD ID | ord-a7f5bcd758004ebeb5054a040c9ac7f1 |
| Source note | uspto-grants-1995_12 |