HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 244331Generated: October 28, 2026
Ammonium → 3,4-Diethoxy-2-fluorobenzonitrile
https://huagongshe.com/reaction/244331
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonium | HCID 223 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 1-Bromo-3,4-diethoxy-2-fluorobenzene | HCID 23093708 | — |
| Reactant | HCID 178418546 | HCID 178418546 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3,4-Diethoxy-2-fluorobenzonitrile | HCID 23093717 | 94.3% |
Reaction Steps
To a solution of 1-bromo-3,4-diethoxy-2-fluorobenzene (12.0 g, 45.6 mmoL) in N,N-dimethylformamide (DMF) (60 mL), copper (I) cyanide (6.8 g, 68.3 mmoL) was added at room temperature and then stirred at 155° C. for 3 hours. After ice cooling the reaction solution, ethyl acetate and 28% aqueous ammonium were added thereto to separate the organic layer. This organic layer was washed with water and saturated saline and dried over anhydrous magnesium sulfate. After filtration, the solvent was evaporated. The residue was purified by silica gel column chromatography (n-hexane, ethyl acetate) to give 9.0 g of the captioned compound (yield: 94.3%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08658620B2 |
|---|
| Source dataset | uspto-grants-2014_02 |
|---|
| ORD ID | ord-003d9528fd9c4406a0f00237c8a9d5b2 |
|---|
| Source note | uspto-grants-2014_02 |
|---|