Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Monoperoxyphthalic acid | HCID 75329 | — |
| Reactant | HCID 12902717 | HCID 12902717 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 12902718 | HCID 12902718 | — |
Reaction Steps
269 ml of a 0.09 M solution of monoperphthalic acid in ether (prepared according VOGEL-Textbook of Practical Organic Chemistry, 1978,307) are added rapidly to a solution of 7.9 g of 6-methoxy-4-[2-(1-benzoyl-4-piperidyl)-ethyl]-quinoline in 45 ml of methanol, stirred and cooled to 10° C. After four hours at the ambient temperature, a further 20 ml of the same monoperphthalic acid solution are added, and the stirring is then maintained for 15 hours. The reaction mixture is then made alkaline with 100 ml of a 0.7 N aqueous solution of sodium hydroxide. The organic phase, separated, is again washed with 100 ml of a 0.5 N solution of sodium hydroxide, dried, then concentrated. The residue obtained, after recrystallization from cyclohexane, gives 5.1 g of 6-methoxy-4-[2-(1-benzoyl-4-piperidyl)-ethyl]quinoline-N-oxide melting at 138° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04433150 |
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| Source dataset | uspto-grants-1984_02 |
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| ORD ID | ord-35fb1559d7ef41a0ae045b22343b03a0 |
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| Source note | uspto-grants-1984_02 |
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