HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Methyl 4-cyano-2-fluorobenzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Dimethyl Sulfate | HCID 6497 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-Cyano-2-fluorobenzoic acid | HCID 590659 | — |
| Solvent | Acetone | HCID 180 | — |
| Product | Methyl 4-cyano-2-fluorobenzoate | HCID 15278726 | — |
Reaction Steps
13.20 g (79.9 mmol) of 4-cyano-2-fluorobenzoic acid are dissolved in 300 ml of acetone. Then 22.10 g (159.9 mmol) of potassium carbonate and 9.08 ml (95.9 mmol) of dimethyl sulfate are successively added. The mixture is stirred at reflux temperature for 20 h. The reaction mixture is then mixed with 300 ml of water and the acetone is removed in a rotary evaporator. Several extractions with dichloromethane are carried out. The combined organic phases are washed with saturated sodium chloride solution and dried over sodium sulfate. The solvent is then removed in vacuo. The remaining solid is used further without further purification. 16.1 g (84% of theory) of the title compound are obtained as a colorless solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09051316B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-662b3aa321c44e92ac88b9e5a95d3252 |
| Source note | uspto-grants-2015_06 |