HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 2-Cyclopropanecarbonyl-7-methoxybenzofuran-4-carboxylic Acid 4-nitrophenyl Ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 4-Nitrophenol | HCID 980 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | 2-Cyclopropanecarbonyl-7-methoxybenzofuran-4-carboxylic Acid | HCID 18784853 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-Cyclopropanecarbonyl-7-methoxybenzofuran-4-carboxylic Acid 4-nitrophenyl Ester | HCID 54127706 | 80.5% |
Reaction Steps
To a stirred suspension of 2-cyclopropanecarbonyl-7-methoxybenzofuran-4-carboxylic acid (0.50 g) in dichloromethane (30 ml) under an atmosphere of nitrogen was added 4-nitrophenol (0.29 g), 4-dimethylaminopyridine (20 mg) and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (0.41 g). The reaction mixture was stirred at room temperature for 18 h. Water (30 ml) was added and the mixture extracted with dichloromethane (150 ml). The organic layer was separated, dried over magnesium sulfate, filtered and concentrated in vacuo. Purification by flash chromatography on silica eluting with 40% ethyl acetate in hexane afforded the title compound as a pale yellow solid (0.59 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06066657 |
| Source dataset | uspto-grants-2000_05 |
| ORD ID | ord-0ffbe286285745c8822697759a08e46d |
| Source note | uspto-grants-2000_05 |