Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 15067584 | HCID 15067584 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 15067586 | HCID 15067586 | 35,239.898% |
Reaction Steps
0.3 ml of a 0.5 normal sodium hydroxide solution is added to a solution of 12 mg of 5-[2-[(1E,3E)-(5RS)-5-acetoxy-1,3-tridecadienyl]-phenyl]-pentanoic acid (produced in example 5) in 0.3 ml of methanol at 25° C. and stirred for 4 hours at 24° C. Then, it is cooled to 0° C. and acidified with a 0.5 normal sulfuric acid to pH=6. It is extracted four times with ethyl acetate, the organic phase is washed with water and dried on sodium sulfate. It is concentrated by evaporation in a vacuum, and the residue is chromatographed on silica gel. With ether/hexane (7+3) as a mobile solvent, 3.8 g of the title compound is obtained as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05196570 |
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| Source dataset | uspto-grants-1993_03 |
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| ORD ID | ord-6faaf8a294fb43428958531c9e8fccab |
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| Source note | uspto-grants-1993_03 |
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