HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Ethyl 4-chloro-2-(1-(methoxycarbonyl)ethoxy)benzoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Methyl 2-chloropropionate | HCID 28659 | — |
| Reactant | Benzoic acid, 4-chloro-2-hydroxy-, ethyl ester | HCID 12548597 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Ethyl 4-chloro-2-(1-(methoxycarbonyl)ethoxy)benzoate | HCID 19384699 | 62.2% |
Reaction Steps
To a solution of ethyl 4-chlorosalicylate (9.45 g) and potassium carbonate (10.3 g) in N,N-dimethylformamide (100 ml) was added methyl 2-chloropropionate (6.9 g), followed by stirring overnight at room temperature. The reaction mixture was poured into water (200 ml) and extracted with ether (200 ml×2). The extract was dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The resulting residue was subjected to chromatography on silica gel to give ethyl 4-chloro-2-(1(methoxycarbonyl)ethoxy)benzoate (yield, 8.4 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05451607 |
| Source dataset | uspto-grants-1995_09 |
| ORD ID | ord-043bd56391204da492b4c642e2cbf627 |
| Source note | uspto-grants-1995_09 |