HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → 2,2-Dimethyl-3-[4-(2-methyl-quinolin-4-ylmethoxy)-phenyl]-3-oxo-propionic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 4-(Chloromethyl)-2-methylquinoline | HCID 11535719 | — |
| Reactant | 3-(4-Hydroxy-phenyl)-2,2-dimethyl-3-oxo-propionic acid ethyl ester | HCID 69596398 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 2,2-Dimethyl-3-[4-(2-methyl-quinolin-4-ylmethoxy)-phenyl]-3-oxo-propionic acid ethyl ester | HCID 69596507 | 70% |
Reaction Steps
The 3-(4-hydroxy-phenyl)-2,2-dimethyl-3-oxo-propionic acid ethyl ester (0.72 g, 3.07 mmol) was combined with 4-chloromethyl-2-methyl-quinoline (0.69 g, 3.07 mmol) and cesium carbonate (12.0 mmol) in DMSO under nitrogen at room temperature. The reaction was stirred for 24 h, filtered to remove the solids, and partitioned between ethyl acetate and water. The organic layer was washed with brine, dried over magnesium sulfate, and concentrated to give 2,2-dimethyl-3-[4-(2-methyl-quinolin-4-ylmethoxy)-phenyl]-3-oxo-propionic acid ethyl ester (0.82 g, 70%) as a viscous oil. MS found: (M+H)+=392.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07102008B2 |
| Source dataset | uspto-grants-2006_09 |
| ORD ID | ord-3679d6263443462eb41dbe9ad59eab10 |
| Source note | uspto-grants-2006_09 |