HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → 4-Bromo-6-(2-methoxyethoxy)-2,3-dihydro-1H-isoindol-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2-Bromoethyl methyl ether | HCID 80972 | — |
| Reactant | 4-Bromo-6-hydroxy-2,3-dihydro-1H-isoindol-1-one | HCID 21907535 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-Bromo-6-(2-methoxyethoxy)-2,3-dihydro-1H-isoindol-1-one | HCID 21907527 | 101.7% |
Reaction Steps
A mixture of Example 104B (100 mg, 0.44 mmol), Cs2CO3 (163 mg, 0.5 mmol) and 2-bromoethyl methyl ether (0.045 mL, 0.46 mmol) in DMF (2.2 mL) was warmed to 60° C. for 4 hours, stirred at room temperature overnight, and partitioned between water and ethyl acetate. The organic phase was dried (Na2SO4), filtered, and concentrated to give 128 mg of the desired product. MS (ESI(+)) m/e 286,288 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07129260B2 |
| Source dataset | uspto-grants-2006_10 |
| ORD ID | ord-2f2dc0653cac491ca24c37c70174eea8 |
| Source note | uspto-grants-2006_10 |