Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethyl malonate | HCID 7943 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 167288-95-1 | HCID 10905679 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 10226524 | HCID 10226524 | — |
Reaction Steps
Sodium hydride (75 mg) was added to a solution of dimethyl malonate (387 mg) in dry DMF (5 mL) at 0° C. [(1E)-3-bromoprop-1-enyl](tributyl)stannane (600 mg) was added to the reaction mixture after 10 min. The reaction mixture was stirred for 3 h at 20° C. and then quenched with saturated NH4Cl(aq.). Extraction with EtOAc and drying (MgSO4) of the organic phase gave, after concentration in vacuo, the crude product. Purification was done by chromatography eluting with petroleum ether/Et2O 12:1 to afford the title compound as a liquid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07034015B2 |
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| Source dataset | uspto-grants-2006_04 |
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| ORD ID | ord-9fb1341fe3c5408ca196de9ea8b1fa74 |
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| Source note | uspto-grants-2006_04 |
|---|