Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | 1-Phenyladamantane | HCID 522696 | — |
| Catalyst | chromium (VI) trioxide | HCID 10219390 | — |
| Solvent | Acetic Anhydride | HCID 7918 | — |
| Product | HCID 598893 | HCID 598893 | 50% |
Reaction Steps
To a solution of 0.03 mol chromiumtrioxide in 20 ml glacial acetic acid and 20 ml acetic anhydride, add 0.0095 mol of 1-phenyl adamantane at 0° C. and stir for 24 hours at 4° C. Pour the reaction mixture onto water and extract with three portions of pentane. Wash the organic phase with saturated sodium chloride solution, dry over magnesium sulfate, filter and evaporate to dryness under vacuum. Hydrolize the residue with 20 ml of 2N NaOH and 50 ml of methanol. Subsequently, remove the methanol under vacuum and dilute the residue with water. Then extract with three portions of ether. Dry the organic phase, filter and evaporate to dryness under vacuum. Recrystallize the residue from cyclohexane. (Yield: 50%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05061703 |
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| Source dataset | uspto-grants-1991_10 |
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| ORD ID | ord-aa18ca3d5d404683994a89d1cb7fe57f |
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| Source note | uspto-grants-1991_10 |
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