HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Methyl 3-(3,4-dichlorophenyl)prop-2-enoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 3-(3,4-Dichlorophenyl)prop-2-enoic acid | HCID 14548 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Methyl 3-(3,4-dichlorophenyl)prop-2-enoate | HCID 54151376 | 138.5% |
Reaction Steps
To a solution of 3,4-dichlorocinnamic acid (21.7 g) and cesium carbonate (22.8 g) in DMF (200 mL) was added methyl iodide (7.47 mL) at 0° C., and the mixture was stirred at room temperature for 12 hr. The reaction mixture was poured into water and extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium hydrogen carbonate solution, water, 1N aqueous potassium hydrogen sulfate solution and saturated brine and dried, and the solvent was evaporated under reduced pressure to give methyl 3,4-dichlorocinnamate (22.4 g, 97%) as a white powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08592454B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-d93de3f2ead14d00829cc9ba38ae6cd4 |
| Source note | uspto-grants-2013_11 |