Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Carbon Dioxide | HCID 280 | — |
| Reactant | 2-(Acetylamino)-3-[4-(acetyloxy)-3-methoxyphenyl]-2-propenoic acid | HCID 2754300 | — |
| Catalyst | Copper | HCID 23978 | — |
| Solvent | Quinoline | HCID 7047 | — |
| Product | HCID 68117788 | HCID 68117788 | — |
Reaction Steps
18.0 g (0.06 mol) of 4-acetoxy-α-acetylamino-3-methoxy-cinnamic acid are heated with 30 ml of quinoline and 1.2 g of copper powder to 160°-170° C for 3 hours, in the course of which carbon dioxide is evolved. Thereafter, the quinoline is distilled off under reduced pressure and the residual mass is taken up in ethyl acetate. After filtering off the copper powder, the ethyl acetate solution is extracted with 25 ml of 1 N hydrochloric acid and is then washed with water and subsequently with sodium bicarbonate solution. The organic phase is dried over sodium sulphate and thereafter the solvent is removed by distillation under reduced pressure. The resulting oil yields 4-(2-acetylaminovinyl)-2-methoxy-acetoxy-benzene, of melting point 169°-170° C, from ethyl acetate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04014920 |
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| Source dataset | uspto-grants-1977_03 |
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| ORD ID | ord-8a5624b696ed48938d95beb7a3d3c9c4 |
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| Source note | uspto-grants-1977_03 |
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