Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Water | HCID 962 | — |
| Edukt | Methyl formate | HCID 7865 | — |
| Edukt | Sodium hydride | HCID 24758 | — |
| Edukt | Methyl 2-(2-(benzyloxy)phenyl)acetate | HCID 11076055 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | Methyl 2-(2'-benzyloxyphenyl)-3-hydroxyacrylate | HCID 69942437 | — |
Reaktionsschritte
Methyl 2-benzyloxyphenylacetate (26.99 g) and methyl formate (126.62 g) in dry DMF (300 ml) were added dropwise to a stirred suspension of sodium hydride (50% disp. in oil, 10.13 g) in DMF (300 ml) at 0° C. After stirring at 0° C. for two hours the mixture was poured into water (1000 ml) and washed with ether (2 x 150 ml). The aqueous layer was acidified to pH4 with 6M hydrochloric acid then extracted with ether (2 x 350 ml). The extracts were dried and concentrated under reduced pressure to afford crude methyl 3-hydroxy-2-[2'-benzyloxyphenyl]propenoate as a yellow oil, infrared maxima (film): 1720, 1660 cm-1.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US05034388 |
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| Quelldatensatz | uspto-grants-1991_07 |
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| ORD ID | ord-f9e2122bd0ad49b9b8d4e52c174d048b |
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| Quellennotiz | uspto-grants-1991_07 |
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