Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | HCID 86642718 | HCID 86642718 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 25123611 | HCID 25123611 | 60% |
Reaction Steps
0.66 ml (0.66 mmol) of aqueous 1M lithium hydroxide solution is added to a solution of 171 mg (0.33 mmol) of methyl 3-(4-{3-[4-(butane-1-sulfonyloxy)-3-methoxyphenyl]propyl}-2-butoxyphenyl)propanoate in 3 ml of tetrahydrofuran, and the reaction mixture is then stirred for 18 hours at room temperature. After evaporating to dryness, the reaction medium is taken up in 10 ml of water and acidified with acetic acid to pH 4, and then extracted with ethyl acetate. The organic phases are combined, dried over sodium sulfate and filtered. The solvents are evaporated off and the residue is then purified by chromatography on a column of silica eluted with a 99/1 dichloromethane/methanol mixture. 99 mg (60%) of 3-(4-{3-[4-(butane-1-sulfonyloxy)-3-methoxyphenyl]propyl}-2-butoxyphenyl)propanoic acid are obtained in the form of a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07879907B2 |
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| Source dataset | uspto-grants-2011_02 |
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| ORD ID | ord-ae36ebfb97954b84aa156d3b9ec76bfb |
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| Source note | uspto-grants-2011_02 |
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