HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 4-Fluoro-5-formyl-2-methoxybenzonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 5-Bromo-2-fluoro-4-methoxybenzaldehyde | HCID 12187210 | — |
| Reactant | HCID 178418260 | HCID 178418260 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | 4-Fluoro-5-formyl-2-methoxybenzonitrile | HCID 22260996 | 25.8% |
Reaction Conditions
| Temperature | 180 °C |
|---|
Reaction Steps
5.33 g of 5-bromo-2-fluoro-4-methoxy-benzaldehyde was dissolved in 73 ml of 1-methyl-2-pyrrolidone, 2.46 g of copper cyanide was added under stirring at 180° C. for 5.5 hours. After cooling to room temperature, water was added to the reaction mixture. The mixture was extracted with ethyl acetate and filtered through Celite. Then, the resulting organic layer was washed with water and brine, dried over magnesium sulfate and the solvent was evaporated. The residue was purified and separated by silica gel column chromatography, to give 0.983 g of the title compound as pale yellow crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07541376B2 |
| Source dataset | uspto-grants-2009_06 |
| ORD ID | ord-fbe0e3d7ee5049d7b14b2a5b6cae8651 |
| Source note | uspto-grants-2009_06 |