HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → HCID 67036305, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Methyl bromoacetate | HCID 60984 | — |
| Reactant | 3-(1-Phenyl-ethylidene)-1,3-dihydro-indol-2-one | HCID 23962083 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 67036305 | HCID 67036305 | 75% |
Reaction Steps
3-(1-Phenyl-ethylidene)-1,3-dihydro-indol-2-one (294 mg, 1 mmol) was dissolved in anhydrous DMF, then methyl bromoacetate (184 mg, 1.2 mmol) was added. Finally, Cs2CO3 (488 mg, 1.5 mmol) was added in one portion. The mixture was stirred at room temperature overnight. The reaction was monitored by HPLC. When the reaction was finished, the solvent was removed under reduced pressure. The residue was separated by flash chromatography column (gradient elution, 5-10% ethyl acetate in petroleum ether) to give [2-oxo-3-(1-phenyl-ethylidene)-2,3-dihydro-indol-1-yl]-acetic acid methyl ester as yellow powder (230 mg, 75%). MS calcd. for C19H17NO3 307, obsd. (ESI+) [(M+1)+] 308.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08778973B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-d141b8c80e824849bb262dc5a1a76738 |
| Source note | uspto-grants-2014_07 |