Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Diethyl ethylmalonate | HCID 8610 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 22618768 | HCID 22618768 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 22618889 | HCID 22618889 | 99.3% |
Reaction Steps
To a suspension of sodium hydride (4.3 g) in dimethylformamide (212 ml) was added diethyl ethylmalonate (20 g) at 0° C. and the mixture was stirred at room temperature for an hour. To the solution, 2-(4-(4-phenyl-butyloxy)phenyl)ethyl iodide (40 g) was dropwise added at 0° C., and the mixture was stirred for 20 minutes and allowed to stand at room temperature overnight. The reaction mixture was poured into water and extracted with ethyl acetate. The ethyl acetate layer was washed with water and a saturated brine and dried over anhydrous magnesium sulfate. The solvent was distilled away under reduced pressure and the residue obtained was purified by silica gel column chromatography (eluent; n-hexane:ethyl acetate=9:1) to give the subject compound (46 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06187821B1 |
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| Source dataset | uspto-grants-2001_02 |
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| ORD ID | ord-5aab08bb433a49908e3393afaabb0090 |
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| Source note | uspto-grants-2001_02 |
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