HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzene → N-{2-[4-(4-chlorophenyl)-4-hydroxy-1-piperidinyl]ethyl}-2-nitrobenzamide hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzene | HCID 241 | — |
| Reactant | 4-(4-Chlorophenyl)-4-hydroxypiperidine | HCID 38282 | — |
| Reactant | 1-(2-Nitrobenzoyl)aziridine | HCID 21428951 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | N-{2-[4-(4-chlorophenyl)-4-hydroxy-1-piperidinyl]ethyl}-2-nitrobenzamide hydrochloride | HCID 21428974 | — |
Reaction Steps
A mixture of 7.6 parts of 1-(2-nitrobenzoyl)aziridine, 8.46 parts of 4-(4-chlorophenyl)-4-piperidinol, 43.2 parts of benzene and 6.4 parts of methanol is stirred and refluxed for 1.50 hours. The reaction mixture is cooled and the product is extracted with trichloromethane. The extract is washed three times with water, dried, filtered and evaporated. The residue is converted into the hydrochloride salt in 2-propanone. The salt is filtered off and crystallized from a mixture of ethanol and 2,2'-oxybispropane. The product is filtered off and dried, yielding 6parts of N-{2-[4-(4-chlorophenyl)-4- hydroxy-1-piperidinyl]ethyl}-2-nitrobenzamide hydrochloride; mp. 174.1° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04031226 |
| Source dataset | uspto-grants-1977_06 |
| ORD ID | ord-3e25ca36265c40bf95d834fea3b58e91 |
| Source note | uspto-grants-1977_06 |