Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1-Pentene, 5-bromo- | HCID 70704 | — |
| Reactant | HCID 54404390 | HCID 54404390 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 22979405 | HCID 22979405 | — |
Reaction Steps
Under nitrogen atmosphere, a mixture of 2-hydroxy-3,4-bis-[(S)-2-methyl-butoxy]-benzaldehyde (0.74 9, 2.51 mmol), 5-bromo-1-pentene (0.45 g, 3.02 mmol) and potassium carbonate (0.41 g, 3 mmol) in dry DMF (5 ml) was stirred at 80° C. for 3 h. The cooled reaction mixture was gently poured into HCl 3N (15 ml) and extracted with diethylether (3×20 ml). The combined organic extracts are washed with 30 ml of saturated NaCl solution, dried over magnesium sulphate and evaporated under reduced pressure. The obtained oily residue was chromatographed on silica (diethylether/petroleumether: 1/3) to give 3,4-bis-[(S)-2-methyl-butoxy]-2-(pent-4-enyloxy)-benzaldehyde as a slightly yellow oil (Yield: 0.82 g, 90%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06534135B1 |
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| Source dataset | uspto-grants-2003_03 |
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| ORD ID | ord-5191c2bde2f94a279f76caa93350326b |
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| Source note | uspto-grants-2003_03 |
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