Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Hexane | HCID 8058 | — |
| Reactant | HCID 15631321 | HCID 15631321 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 15631322 | HCID 15631322 | — |
Reaction Steps
A solution of 199.8 mg (0.83 mmol) of 1,2,3,4-tetrahydro-5-(phenylmethyl)-8-quinolinol in 2 ml of dichloromethane was treated with 1 ml of hydrogen chloride-saturated dichloromethane. The addition of 15 ml of hexane resulted in the precipitation of a yellow solid. Microanalysis indicated that this material contained approximately 10% of the free base of the starting material. This mixture was taken up in 1 ml of methanol and treated with 0.5 ml of hydrogen chloride-saturated methanol, then 2 ml of dichloromethane and 10 ml of hexane. Evaporation gave a pale yellow, waxy solid, which was triturated with 5 ml of dichloromethane and 5 ml of hexane. Filtration provided 147.6 mg of the title compound as a pale yellow solid:melting point 219°-221° C. (decomposition 190°-219° C.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04843082 |
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| Source dataset | uspto-grants-1989_06 |
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| ORD ID | ord-36949097e2b1404798d2cdf1f040e50c |
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| Source note | uspto-grants-1989_06 |
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