Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanolamine | HCID 700 | — |
| Reactant | 9,10-Ethanoanthracene-11-carbonitrile, 9,10-dihydro- | HCID 240306 | — |
| Catalyst | Zinc Acetate | HCID 11192 | — |
| Solvent | Benzene | HCID 241 | — |
| Product | HCID 12906351 | HCID 12906351 | 60.3% |
Reaction Steps
A mixture of 11-cyano-9,10-dihydro-9,10-ethanoanthracene (4.6 g), ethanolamine (1.8 g) and zinc acetate (250 mg) is stirred at 130° C. for 5 hours. The reaction mixture is dissolved in benzene and passed through a column of 10% hydrated alumina. The eluate is evaporated to remove the solvent, and the residue is recrystallized from ether to give 11-(2-oxazolin-2-yl)-9,10-dihydro-9,10-ethanoanthracene (3.3 g) as crystals melting at 155 to 156° C. IR (KBr), 1655 cm-1 (O--C=N).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04139711 |
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| Source dataset | uspto-grants-1979_02 |
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| ORD ID | ord-eb8b60e2ca8b472683fd3998f6cda1ed |
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| Source note | uspto-grants-1979_02 |
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