Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Monomethyl terephthalate chloride | HCID 22493623 | — |
| Reactant | HCID 58420580 | HCID 58420580 | — |
| Solvent | Benzene | HCID 241 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | HCID 67391601 | HCID 67391601 | 95% |
Reaction Steps
A solution of 5,6,6a,7,8,9-hexahydro-4H-2-phenalenylamine (0.260 g) in anhydrous benzene (10 ml) and pyridine (3 ml) was added with monomethyl terephthalate chloride (0.304 g), and the mixture was stirred at room temperature for 3 hours. The reaction mixture was added with 2 N aqueous hydrochloric acid and thereby made acidic, and the mixture was extracted with ethyl acetate. The organic layer was washed successively with water, 10% aqueous sodium carbonate, water and saturated brine, and then dried over anhydrous sodium sulfate. The organic layer was concentrated under reduced pressure, and the resulting residue was recrystallized from chloroform-n-hexane to obtain the title compound (0.460 g, yield: 95%) as colorless needles (melting point: 217-218° C.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08232300B2 |
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| Source dataset | uspto-grants-2012_07 |
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| ORD ID | ord-a8e4fdc8f05e41f19d300971ad671318 |
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| Source note | uspto-grants-2012_07 |
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