Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 3,4-Dihydroxybenzaldehyde | HCID 8768 | — |
| Reactant | 1-Iodo-3-methylbutane | HCID 10924 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 17816516 | HCID 17816516 | — |
Reaction Steps
In 50 ml of N,N-dimethylformamide are suspended 5.0 g of 3,4-dihydroxybenzaldehyde, 15.5 g of potassium carbonate and 14 ml of isopentyl iodide. The mixture is stirred at 60° C. for 2 hours. The reaction mixture is added to a mixture of ethyl acetate and water, pH is adjusted to 2 with 6 mol/L hydrochloric acid, and the organic layer is separated. The organic layer is washed with water and saturated aqueous solution of sodium chloride successively and dried over anhydrous magnesium sulfate, and then the solvent is distilled off under reduced pressure. The residue thus obtained is purified by silica gel column chromatography (eluent; hexane:ethyl acetate=10:1) to obtain 9.4 g of 3,4-diisopentyloxybenzaldehyde as a light yellow oily product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07314888B1 |
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| Source dataset | uspto-grants-2008_01 |
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| ORD ID | ord-b7ec15e2e8ea44d9b315a313ee4de17c |
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| Source note | uspto-grants-2008_01 |
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