HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 53990727, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 5-Bromobenzo[b]furan-3(2H)-one | HCID 10512748 | — |
| Reactant | Dimethyl [2-(dimethylamino)-2-oxoethyl]phosphonate | HCID 12921478 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 53990727 | HCID 53990727 | — |
Reaction Steps
Dimethyl [2-(dimethylamino)-2-oxoethyl]phosphonate (5 g) was added to a stirred suspension of sodium hydride (1.02 g of a 60% dispersion in oil) in dry THF (100 ml) at 0° under nitrogen. After stirring for 15 minutes 5-bromo-3-(2H)-benzofuranone (5.0 g) in THF (20 ml) was added dropwise and stirred at room temperature for 3 h. Water (50 ml) was added and the mixture extracted with ethyl acetate (3×50 ml), dried and the solvent removed in vacuo. The crude material was purified by flash chromatography using 50% ethyl acetate/hexane as eluant to yield the title compound as a pale yellow solid m.p. 92°-94° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05494910 |
| Source dataset | uspto-grants-1996_02 |
| ORD ID | ord-4363076e54bd40aba011dea182baa5aa |
| Source note | uspto-grants-1996_02 |