Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Water | HCID 962 | — |
| Edukt | 2-Bromopropane | HCID 6358 | — |
| Edukt | Ethyl Acetate | HCID 8857 | — |
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | 2,3-Dihydroxy-4-methoxybenzaldehyde | HCID 11557352 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | 2,3-Diisopropoxy-4-methoxybenzaldehyde | HCID 21986554 | 82% |
Reaktionsschritte
To a solution of 21 (26.70 g, 158.7 mmol) in DMF (150 mL) under nitrogen, was added K2CO3 (65.84 g, 476.3 mmol) followed by 2-bromopropane (44.72 mL, 476.3 mmol) and heated to reflux (90° C.) for 12 hours. Water (200 mL) and EtOAc (200 mL) were added to the reaction mixture, the phases were separated, and the aqueous phase was extracted with EtOAc (3×200 mL). The combined organic solutions were dried over MgSO4 and concentrated under reduced pressure. Purification by flash column chromatography (silica gel, elution with hexane) provided 32.85 g (1.30.2 mmol, 82%) of the diusopropyl-protected aldehyde 22 as a yellow oil.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07091240B2 |
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| Quelldatensatz | uspto-grants-2006_08 |
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| ORD ID | ord-fcacfd8cbe564e93b9260f019b289944 |
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| Quellennotiz | uspto-grants-2006_08 |
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