Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Citric Acid | HCID 311 | — |
| Reactant | Phthalic Anhydride | HCID 6811 | — |
| Reactant | Cyclohexylamine | HCID 7965 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 18510786 | HCID 18510786 | 71% |
Reaction Steps
Cyclohexylamine (50.20 ml, 0.44 mol) and triethylamine (51.76 ml, 0.37 mol) were added to a suspension of phthalic anhydride (50.00 g, 0.34 mol) in toluene (500 ml) at room temperature. The mixture was stirred at 110° C. overnight. The temperature of the system was then returned to room temperature, and a 0.1 N aqueous citric acid solution was added thereto. The mixture was extracted with ethyl acetate. The extract was washed with saturated saline and dried over an hydrous MgSO4. The solvent was then removed by distillation under the reduced pressure. The precipitated crystals were collected by suction filtration, washed with hexane, and then dried to give 55.28 g (71%) of 2-cyclohexylphthalimide as a white crystalline product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06417362B1 |
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| Source dataset | uspto-grants-2002_07 |
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| ORD ID | ord-eabf882a30bc49a0af8612a2a3e84d39 |
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| Source note | uspto-grants-2002_07 |
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