Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Allyl bromide | HCID 7841 | — |
| Reactant | Hexane | HCID 8058 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Dimethylacetamide | HCID 31374 | — |
| Reactant | 4,4'-Bis(4-hydroxyphenyl)valeric acid | HCID 67174 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 118689797 | HCID 118689797 | 105.5% |
Reaction Steps
A 5-L flask equipped with a stirrer, thermometer, and nitrogen purging line was charged with 458 g of diphenolic acid, 884 g of potassium carbonate, and 2,000 g of dimethylacetamide. With stirring in a nitrogen atmosphere at room temperature, 774 g of allyl bromide was added dropwise, followed by stirring at 60° C. for 58 hours. With the temperature kept, 221 g of potassium carbonate, 193 g of allyl bromide and 500 g of dimethylacetamide were added, followed by stirring at 60° C. for 20 hours. Under ice cooling, 2,000 g of water was added dropwise to quench the reaction. Then 1,000 g of toluene, 1,000 g of hexane, and 2,000 g of water were added to the reaction solution, from which an organic layer was taken out. The organic layer was sequentially washed with 2,000 g of water, four 500-g portions of water, and 500 g of saturated saline solution. Thereafter the solvent was distilled off, obtaining 686 g of allyl 4,4-bis(4-allyloxyphenyl)pentanoate in crude form.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09377689B2 |
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| Source dataset | uspto-grants-2016_06 |
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| ORD ID | ord-a9ec3c1bb20346cbbe5ee61126dc9e48 |
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| Source note | uspto-grants-2016_06 |
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