Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrogen Bromide | HCID 260 | — |
| Reactant | HCID 18625833 | HCID 18625833 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 18625989 | HCID 18625989 | 50.9% |
Reaction Steps
A solution of ethyl 3-(4-benzyloxyphenyl)-2-(4-fluorophenoxy)propionate (7.00 g), which is the product of Reference example 37(a) in a solution of hydrogen bromide in acetic acid (25%, 70 ml) was stirred at ambient temperature for 3 hours. The reaction mixture was concentrated under reduced pressure. Potassium carbonate (6.90 g) was added to a solution of the residue in ethanol (70 ml). This mixture was stirred at ambient temperature for 4 hours. The reaction mixture was concentrated under reduced pressure. The residue was partitioned between ethyl acetate and water and the layers were separated. The ethyl acetate layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified via chromatography on a silica gel column using hexane/ethyl acetate=9/1-4/1 as the eluant to afford the desired compound (2.75 g) as a white powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06528525B1 |
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| Source dataset | uspto-grants-2003_03 |
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| ORD ID | ord-f981d014686e4450ad7e23a0d1f39e17 |
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| Source note | uspto-grants-2003_03 |
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