HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethyl Sulfoxide → Ethyl 7-(4-(2-methyl-1h-imidazol-1-yl)phenyl)-4,7-dioxoheptanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethyl Sulfoxide | HCID 679 | — |
| Reactant | 2-Methylimidazole | HCID 12749 | — |
| Reactant | Ethyl 4-fluoro-gamma,zeta-dioxobenzeneheptanoate | HCID 10564686 | — |
| Solvent | Water | HCID 962 | — |
| Product | Ethyl 7-(4-(2-methyl-1h-imidazol-1-yl)phenyl)-4,7-dioxoheptanoate | HCID 58305778 | 27.1% |
Reaction Conditions
| Temperature | 180 °C |
|---|
Reaction Steps
Ethyl 7-(4-fluorophenyl)-4,7-dioxoheptanoate (2.00 g, 7.1 mmol) and 2-methyl-1H-imidazole (7.0 g, 86 mmol) were taken up into DMSO (4 mL). The mixture was heated to 180° C. under microwave for 72 min. Water (100 mL) was added and the mixture was extracted with ethyl acetate (50 mL×3). The combined organic layers were washed with brine (40 mL), dried over Na2SO4, filtered, concentrated and purified by silica gel column chromatography (DCM to DCM:MeOH=25:1) to afford the title compound as a dark brown solid (660 mg, yield 25%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09138427B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-34713e7318834dad939436c5a101e6ce |
| Source note | uspto-grants-2015_09 |