HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → ethyl 5-(4-chlorophenyl)-2-methyl-3-furoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Iodoethane | HCID 6340 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 5-(4-Chlorophenyl)-2-methylfuran-3-carboxylic acid | HCID 2742181 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | ethyl 5-(4-chlorophenyl)-2-methyl-3-furoate | HCID 2742179 | 95.1% |
Reaction Steps
A mixture of 5-(4-chlorophenyl)-2-methyl-3-furancarboxylic acid (4.7 g), potassium carbonate (2.8 g) and ethyl iodide (3.7 g) in N,N-dimethylformamide (50 mL) was stirred at room temperature for 4 hr. The reaction mixture was poured into water, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, and dried over magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel chromatography (0% ethyl acetate/hexane to 20% ethyl acetate/hexane) to give the title compound (5.0 g, 95%) as a yellow crystal.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08309580B2 |
| Source dataset | uspto-grants-2012_11 |
| ORD ID | ord-9ee9b7a08b6e4909b97d5fdb8db4bc48 |
| Source note | uspto-grants-2012_11 |