Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Chloroform | HCID 6212 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 68984654 | HCID 68984654 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 68989050 | HCID 68989050 | 77.4% |
Reaction Steps
In a mixture of 7 ml of ethanol and 3 ml of tetrahydrofuran is dissolved 0.79 g of 3-{5-[1-(2,4-diisobutoxyphenyl)-3-ethoxy-3-oxo-1-propenyl]-2-isobutoxyphenyl}propanoic acid. After adding 8 ml of 5 mol/L sodium hydroxide solution, the mixture thus obtained is stirred at ambient temperature for 2.5 hours and then at 60° C. for 1.5 hours. Chloroform and water are added to the reaction mixture, pH is adjusted to 2 with 6 mol/L hydrochloric acid, and the organic layer is separated. The organic layer thus obtained is washed with water and saturated aqueous solution of sodium chloride successively and dried over anhydrous magnesium sulfate, and the solvent is distilled off under reduced pressure. The residue is purified by silica gel column chromatography (eluent; hexane:ethyl acetate=2:1) to obtain 0.58 g of 3-[3-(2-carboxyethyl)-4-isobutoxyphenyl]-3-(2,4-diisobutoxyphenyl)-2-propenoic acid as a light yellow foaming product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07314888B1 |
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| Source dataset | uspto-grants-2008_01 |
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| ORD ID | ord-615013d4270842f5af6ad679513f7883 |
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| Source note | uspto-grants-2008_01 |
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