HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 66852275, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Diethyl (cyanomethyl)phosphonate | HCID 75676 | — |
| Reactant | HCID 23121467 | HCID 23121467 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 66852275 | HCID 66852275 | 64% |
Reaction Steps
To a solution of 6-(4-phenylbutoxy)-3,4-dihydronaphthalen-1(2H)-one (300 mg) in tetrahydrofuran (10 mL), diethyl cyanomethylphosphonate (199 mg) and sodium hydride (60%, 97.8 mg) were added, followed by stirring at room temperature for 24 hours. After adding water, the reaction, mixture was extracted with ethyl acetate. The organic layer was washed with a saturated aqueous sodium chloride solution, concentrated and then purified by silica gel column chromatography (hexane:ethyl acetate=3:1) to thereby give the title compound (E/Z mixture, 207 mg) having the following physical properties.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07825109B2 |
| Source dataset | uspto-grants-2010_11 |
| ORD ID | ord-62482ea676784fe5a3d4889a52d49f17 |
| Source note | uspto-grants-2010_11 |