HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,4-Dibromonaphthalene → 4-Bromo-1-naphthonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,4-Dibromonaphthalene | HCID 66521 | — |
| Reactant | HCID 178418260 | HCID 178418260 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-Bromo-1-naphthonitrile | HCID 14662111 | 33% |
Reaction Conditions
| Temperature | 125 °C |
|---|
Reaction Steps
A mixture of 1,4-dibromonaphthalene (24.06 g, 84 mmol) and copper cyanide (6.02 g, 67 mmol) in DMF (85 mL) was heated to 125° C. overnight. The mixture was partially concentrated to remove DMF and the resulting residue washed with aqueous ammonium hydroxide and extracted with ethyl acetate. The organic layer was concentrated and purified by chromatography to yield 4-bromo-1-naphthonitrile (5.13 g, 26%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08541589B2 |
| Source dataset | uspto-grants-2013_09 |
| ORD ID | ord-f59ca2945eba4b08beec8ffdabe7efe7 |
| Source note | uspto-grants-2013_09 |