Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzene | HCID 241 | — |
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 4-Methylbenzaldehyde | HCID 7725 | — |
| Reactant | 1-Morpholinocyclopentene | HCID 70294 | — |
| Product | HCID 67064430 | HCID 67064430 | 94.5% |
Reaction Steps
With reflux device installed, 36.8 g (0.24 mol) of N-cyclopentenyl morpholine, 24.0 g (0.20 mol) of 4-methylbenzaldehyde and 200 mL of benzene were added to a round bottom flask and heated under reflux for 20 h. The resulting solution was cooled to 30° C., and slowly stirred while 62 mL of hydrochloric acid (6 mol/L) was added. After stirring for 2 h at room temperature, the benzene layer was separated and washed with water to neutral, and dried over anhydrous sodium sulfate overnight. Then the mixture was filtered and benzene was recovered by evaporation under reduced pressure. The residue was cooled and solidified, then recrystallized in cyclohexane/ethanol to yield light yellow flaky crystal product with a yield of 94.5%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08415505B2 |
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| Source dataset | uspto-grants-2013_04 |
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| ORD ID | ord-b765e035fa9d4ad1903181a9f2d21959 |
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| Source note | uspto-grants-2013_04 |
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