HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → HCID 136265272, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Hydroxyamine hydrochloride | HCID 443297 | — |
| Reactant | Ammonium Acetate | HCID 517165 | — |
| Reactant | 1-[4-(5-Fluoro-2-hydroxybenzoyl)piperidin-1-yl]ethan-1-one | HCID 13076386 | — |
| Solvent | Cyclohexane | HCID 8078 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 136265272 | HCID 136265272 | 65.6% |
Reaction Steps
A mixture of 12.7 g of 1-acetyl-4-(5-fluoro-2-hydroxybenzoyl)piperidine, 6.6 g of hydroxylamine hydrochloride, 11.0 g of ammonium acetate and 200 ml of ethanol-ether was heated under reflux for 10 hrs. After cooling, most of the ethanol was removed under reduced pressure. The resultant suspension was diluted with water and extracted with dichloromethane. The dichloromethane was evaporated in vacuo to give an oil. The oil was dissolved in ethyl acetate and cyclohexane was added to precipitate a solid. The solid was recrystallized from ethyl acetate to give 8.8 g (65.4%) of product, mp, 181°-183°. The chromatogram showed 2 spots.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04355037 |
| Source dataset | uspto-grants-1982_10 |
| ORD ID | ord-05ee40a1f07c46e993efbc3ade84f22c |
| Source note | uspto-grants-1982_10 |