Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Methanol | HCID 887 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | HCID 89580813 | HCID 89580813 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 89581007 | HCID 89581007 | 100% |
Reaction Steps
A mixture of methyl 4-(1-phenoxypropyl)benzoate (683 mg, 2.5 mmol) lithium hydroxide monohydrate (531 mg, 12.6 mmol), tetrahydrofuran (12 mL), methanol (4 mL) and water (4 mL) was stirred at 20° C. for 4 hours. The mixture was neutralized to pH to 1 with concentrated hydrochloric acid and then extracted with ethyl acetate (20 mL×3). The combined organic phase was separated, dried over sodium sulfate, and then filtered. The filtrate was concentrated in vacuo to give a residue. The residue was purified by column chromatography (silica gel, petroleum ether/ethyl acetate=2:1) to give 4-(1-phenoxypropyl)benzoic acid as a white solid (640 mg, 100%). LRMS (M+H)− m/z: calcd 256.11. found 256.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09206128B2 |
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| Source dataset | uspto-grants-2015_12 |
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| ORD ID | ord-c78cdcb7c97246298cb1cc99db3eda2d |
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| Source note | uspto-grants-2015_12 |
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