Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Crotonaldehyde | HCID 447466 | — |
| Reactant | Phosphonium | HCID 5460504 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 54102009 | HCID 54102009 | 74% |
Reaction Steps
Next, in a stream of nitrogen, the phosphonium salt (b) (420 g, 0.92 mol), toluene (1600 ml), potassium carbonate (506.2 g, 3.66 mol), and crotonaldehyde (256.7 g, 3.66 mol) were put into a 5-L flask, followed by stirring at 65° C. for 7 hours. The reaction solution was cooled to room temperature, and water (840 g) was put thereinto, followed by stirring for 30 minutes, and then subjected to separation of liquid. The solvent was evaporated from the organic layer under a reduced pressure. A solid thus precipitated was removed by filtration. This solution was distilled under a reduced pressure (65 to 70° C./1.5 torr), and ethyl 4,6-octadienoate (c) was obtained (114.4 g, yield 74%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09029593B2 |
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| Source dataset | uspto-grants-2015_05 |
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| ORD ID | ord-d2309b1d195b4e4ea8b719d5727d0844 |
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| Source note | uspto-grants-2015_05 |
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