Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | HCID 67031112 | HCID 67031112 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 11652706 | HCID 11652706 | 72.5% |
Reaction Steps
21.5 mmol of potassium hydroxide are added to a solution of 4.3 mmol of ethyl (2S)-2-(4-furan-2-ylphenoxy)-4-phenylbutanoate, obtained in the preceding example, in 30 ml of ethanol. The mixture is refluxed for 30 minutes, 15 ml of water are added and refluxing is continued for 3 hours 30 minutes. After cooling to room temperature, the ethanol is evaporated off under vacuum. The product is taken up in water and washed with ether. The aqueous phase is acidified with 10% hydrochloric acid. A white precipitate forms, which is extracted with ethyl acetate. The organic phase is dried over sodium sulfate and evaporated under vacuum. 1.2 g of a beige-coloured solid, that recrystallizes from a hexane/ethyl acetate mixture to give 1 g of a solid melting at 140-142° C., are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07678831B2 |
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| Source dataset | uspto-grants-2010_03 |
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| ORD ID | ord-37238718b73643a9b1f0d83c542a75e6 |
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| Source note | uspto-grants-2010_03 |
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