Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrogen Bromide | HCID 260 | — |
| Reactant | HCID 66759551 | HCID 66759551 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 66759457 | HCID 66759457 | 78.2% |
Reaction Steps
A mixture of 2-(3-(6-methoxynaphthalen-2-yl)-3-oxo-1-phenylpropyl)malonic acid (0.15 g) in acetic acid (5 ml) was treated with 48% aqueous HBr (2 ml) and heated to 150° C. for 2 h. The solvent and acid were removed by distillation and the residue was partitioned between 10% HCl and ethyl acetate. The organic layer was separated, washed with brine, dried over MgSO4, and evaporated to afford a crude, which was purified by flash chromatography on silica gel to give 5-(6-hydroxy-2-naphthalenyl)-5-oxo-3-phenylpentanoic acid (0.1 g) as pale yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08912186B2 |
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| Source dataset | uspto-grants-2014_12 |
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| ORD ID | ord-854d392023f24b3bbf7881cb29cdaa6a |
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| Source note | uspto-grants-2014_12 |
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