HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diethyl Ether → 1-benzyl-4-[N-(4-n-butoxyphenyl)-N-methylaminomethyl]piperidin-4-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | Aniline, p-butoxy-N-methyl- | HCID 31989 | — |
| Reactant | 6-Benzyl-1-oxa-6-azaspiro(2,5)octane | HCID 89238 | — |
| Reactant | Alumina | HCID 9989226 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 1-benzyl-4-[N-(4-n-butoxyphenyl)-N-methylaminomethyl]piperidin-4-ol | HCID 17823798 | 75.5% |
Reaction Steps
Activated neutral aluminum oxide 90 (activity I, made by Merck Co.) (5 g) was added to a diethyl ether solution (10 mL) of 1-benzylpiperidin-4-spiro-2′-oxirane (0.50 g) and 4-butoxy-N-methylaniline (0.53 g) and stirred at room temperature overnight. Methanol (20 mL) was added to the reaction solution and stirred at room temperature for 2 hours. The reaction solution was filtered, and the filtrate was concentrated under reduced pressure. The residue obtained was purified by silica gel column chromatography (elution solvent; ethyl acetate) to obtain the titled compound (0.71 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06710060B2 |
| Source dataset | uspto-grants-2004_03 |
| ORD ID | ord-3ded8f04c190456d870ee3eaca6c19b5 |
| Source note | uspto-grants-2004_03 |