HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 4-(4-Benzylidenecyclohexylamino)-3-methoxy-2-methylpyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Benzyltriphenylphosphonium bromide | HCID 2734970 | — |
| Reactant | 4-(4-Oxocyclohexylamino)-3-methoxy-2-methylpyridine | HCID 19693951 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Hexane | HCID 8058 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | 4-(4-Benzylidenecyclohexylamino)-3-methoxy-2-methylpyridine | HCID 19693957 | — |
Reaction Steps
7.8 g of benzyltriphenylphosphonium bromide in 50 ml of ethylene glycol dimethyl ether are deprotonated at 10° to 20° C. using 11 ml of 1.6 molar butyllithium solution in hexane. After 30 minutes 1.3 g of 4-(4-oxocyclohexylamino)-3-methoxy-2-methylpyridine are added dropwise in 10 ml of DMSO. After 5 hours at 40° to 50° C. the mixture is poured into water and extracted with methylene chloride. The product is purified by column chromatography on silica gel (eluent: ethanol). 0.6=41%; m.p.: 120° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05723450 |
| Source dataset | uspto-grants-1998_03 |
| ORD ID | ord-13d9fefea0ad416fb3ed3b3104651c13 |
| Source note | uspto-grants-1998_03 |