Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | 3,3-Diethoxy-1-propene | HCID 62477 | — |
| Edukt | 4-Iodobenzaldehyde | HCID 96657 | — |
| Katalysator | Tetrabutylammonium Chloride | HCID 70681 | — |
| Katalysator | palladium(II) acetate | HCID 167845 | — |
| Lösungsmittel | Hydrochloric Acid | HCID 313 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | ETHYL 3-(4-FORMYLPHENYL)PROPANOATE | HCID 12169276 | 711,8% |
Reaktionsschritte
To a solution of 4-iodobenzaldehyde (0.116 g, 0.5 mmol), acrolein diethylacetal (0.3 mL, 1.5 mmol), tetra-n-butylammonium chloride (0.139 g, 0.5 mmol) and triethylamine in anhydrous dimethylformamide (2 mL), palladium acetate (0.003 g, 0.015 mmol) was added. The reaction mixture was heated at 90° C. and stirred for 16 h. The reaction mixture was diluted with 2 N hydrochloric acid and extracted with diethyl ether. The solvent was evaporated in vacuo to leave a residue which was purified by column chromatography (silica gel) employing 1-5% ethyl acetate in hexane as eluents to obtain 3-(4-formyl-phenyl)-propionic acid ethyl ester (0.734 g).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08053440B2 |
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| Quelldatensatz | uspto-grants-2011_11 |
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| ORD ID | ord-c5cf0138ff694247a457dc8ccc94abf0 |
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| Quellennotiz | uspto-grants-2011_11 |
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