Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Vanillin | HCID 1183 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2-Bromoethyl methyl ether | HCID 80972 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 6484658 | HCID 6484658 | — |
Reaction Steps
To a flask was added vanillin (3.28 g, 21.6 mmol) and 2-bromoethyl methyl ether (3.04 mL, 1.5 equiv) in a solution of DMF (20 mL). K2CO3 (5.5 g, 2 equiv) was then added to the solution and the reaction slurry was stirred at 90° C. for 16 h under N2. The reaction solution was diluted with EtOAc (100 mL), filtered, washed with sat NH4Cl, dried over Na2SO4, filtered and concentrated in vacuo. The crude material was chromatographed (SiO2, Hex/EtOAc 100:D to 70:30) to afford the intermediate compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07977489B2 |
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| Source dataset | uspto-grants-2011_07 |
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| ORD ID | ord-4c340c6134f34f71952ce12dda49b484 |
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| Source note | uspto-grants-2011_07 |
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