HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-[1-(4-Bromophenyl)-butyl]-imidazole → 4-[1-(1-Imidazolyl)-butyl]-benzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-[1-(4-Bromophenyl)-butyl]-imidazole | HCID 14514361 | — |
| Reactant | HCID 178418546 | HCID 178418546 | — |
| Solvent | 1-Methylpyrrolidine | HCID 8454 | — |
| Product | 4-[1-(1-Imidazolyl)-butyl]-benzonitrile | HCID 14514362 | 68.4% |
Reaction Steps
2.79 g of 1-[1-(4-bromophenyl)-butyl]-imidazole and 1.8 g of copper(I) cyanide are heated in 5 ml of N-methylpyrrolidine for 4 hours at 180° C. under a protecting gas atmosphere (argon). After cooling, it is precipitated in 50 ml of ammonia solution, stirred for 15 more minutes at room temperature and extracted with ethyl acetate. After concentration by evaporation in a vacuum 1.95 g of dark oil is obtained. This oil is distilled on a bulb tube in a vacuum; boiling point 200°-215° C./0.05 mbar. The resulting distillate is recrystallized from ethanol/petroleum ether. 1.54 g of 4-[1-(1-imidazolyl)-butyl]-benzonitrile with a melting point of 63°-71° C. is obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05045558 |
| Source dataset | uspto-grants-1991_09 |
| ORD ID | ord-39a1a68327464ac18d2e006432f27dd7 |
| Source note | uspto-grants-1991_09 |