Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | HCID 23157961 | HCID 23157961 | — |
| Product | HCID 23157947 | HCID 23157947 | — |
Reaction Steps
Concentrated sulfuric acid (1 ml) was added to a solution of the 2-bromo-5-(4-methoxyphenyl)pentanoic acid crude product (Reference Example 37) (1000 mg) in ethanol (15 ml) at room temperature and the resulting mixture was heated under reflux for 2 hours. After being allowed to cool to room temperature, the reaction solution was poured into water (50 ml) and extracted with ethyl acetate (50 ml). The organic layer was washed with a saturated aqueous sodium hydrogencarbonate solution (30 ml) and a saturated aqueous sodium chloride solution (30 ml) and then dried over sodium sulfate. The dried organic layer was concentrated under reduced pressure and the crude product thus obtained was purified by HPLC to obtain ethyl 2-bromo-5-(4-methoxyphenyl)pentanoate (740 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07598240B2 |
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| Source dataset | uspto-grants-2009_10 |
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| ORD ID | ord-7d6c3d3046154096939118d4ee241daa |
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| Source note | uspto-grants-2009_10 |
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