Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Pyridinium chloride | HCID 10176127 | — |
| Reactant | HCID 17860756 | HCID 17860756 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 17860739 | HCID 17860739 | — |
Reaction Steps
To pyridine hydrochloride (200 g), 3-(5-methoxy-3,4-dihydronaphthalen-1-yl)propanoic acid (25.1 g; known compound (see J. Chem. Soc. Perkin Trans. I., 1739–1742(1987)) was added, followed by stirring at 180° C. for 3 hours. The reaction mixture was cooled to room temperature, and diluted with water. The aqueous layer was acidified with a concentrated hydrochloric acid. The aqueous layer was extracted with an ethyl acetate. The extract was extracted with a saturated aqueous sodium hydrogen carbonate solution. The combined aqueous layer was acidified with a concentrated hydrochloric acid, followed by extracting with an ethyl acetate. The combined organic layer was washed with a saturated saline, dried with anhydrous sodium sulfate, and concentrated under reduced pressure to thereby obtain the title compound (11.8 g) having the following physical data.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07220864B2 |
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| Source dataset | uspto-grants-2007_05 |
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| ORD ID | ord-bbc8a4b374e34ad2a2c7227fe4e6c813 |
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| Source note | uspto-grants-2007_05 |
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