Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzene | HCID 241 | — |
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 3-Methoxybenzaldehyde | HCID 11569 | — |
| Reactant | 1-Morpholinocyclopentene | HCID 70294 | — |
| Product | HCID 67064891 | HCID 67064891 | 66% |
Reaction Steps
With reflux device installed, 36.8 g (0.24 mol) of N-cyclopentenyl morpholine, 27.2 g (0.20 mol) of 3-methoxybenzaldehyde and 200 mL of benzene were added to a round bottom flask and heated under refluxing 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 to remove anhydrous sodium sulfate and benzene was recovered by evaporation under reduced pressure. The residue was cooled and solidified, then recrystallized in cyclohexane/ethanol to yield a light yellow flaky crystal product with a yield of 66.0%.
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-d2b8c1274f5f443fba4bc5beab78e86b |
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| Source note | uspto-grants-2013_04 |
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