Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Sodium hydride | HCID 24758 | — |
| Edukt | 3,5-Bis(tert-butyl)benzaldehyde | HCID 1268253 | — |
| Edukt | Sodium triethylphosphonoacetate | HCID 86752841 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | Ethyl trans-3, 5-di-t-butylcinnamate | HCID 23225440 | — |
Reaktionsschritte
A solution of 0.3 g of the aldehyde prepared above in THF (1 mL) was added to a solution of sodium triethylphosphonoacetate prepared by combining triethylphosphonoacetate (0.37 g, 1.2 eq.) and NaH (0.1 g, 50% dispersion, 1.5 eq.) in THF (5 mL) at 0° C. The mixture was stirred at 0° C. for 1 hour and then quenched with saturated ammonium chloride and ethyl acetate. The aqueous layer was extracted twice with ethyl acetate. The combined organic extracts were dried over sodium sulfate and evaporated to give ethyl trans-3, 5-di-t-butylcinnamate as a yellow oil used directly for the next step.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US05773421 |
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| Quelldatensatz | uspto-grants-1998_06 |
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| ORD ID | ord-9a3b960ee199418c83434a6b69306a40 |
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| Quellennotiz | uspto-grants-1998_06 |
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