HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 28492488, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-Fluorobenzyl bromide | HCID 68021 | — |
| Reactant | 4-Bromoisatin | HCID 4500012 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 28492488 | HCID 28492488 | 90.8% |
Reaction Steps
To 4-bromoindoline-2,3-dione (200 mg, 0.89 mmol) in 5 ml DMF was added 4-Fluorobenzylbromide (0.120 ml, 0.98 mmol) then add NaH (35 mg, 0.89 mmol) and stir at room temperature overnight. Work up by adding water and EtOAc and extract three times with EtOAc. Pool all organics and wash one time with brine then dry over sodium sulfate, filter and concentrate to dryness. The residue was purified by chromatography over silica gel (eluted with Hexanes/EtOAc 99:1 to 50:50) to provide 270 mg (90%) of product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08450343B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-e6864e725592439b9f891b9cdea8733c |
| Source note | uspto-grants-2013_05 |