Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Cyclohexylamine | HCID 7965 | — |
| Reactant | 6-Methoxy-1,2,3,4-tetrahydronaphthalen-2-one | HCID 75582 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Platinum oxide (PtO) | HCID 82844 | — |
| Solvent | Acetone | HCID 180 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 12843084 | HCID 12843084 | — |
Reaction Steps
A mixture of 5.3 g of 6-methoxy-2-tetralone, 3 g of cyclohexylamine and 70 ml of absolute ethanol was heated for 7 hours at reflux. To the mixture was added 0.3 g of platinum oxide, and a catalytic reduction was conducted in the presence of hydrogen. After absorption of hydrogen gas was completed, the platinum oxide catalyst in the reaction solution was removed by filtration and the filtrate was concentrated under reduced pressure to obtain a residue. Then, an ethanol solution saturated with hydrogen chloride was added to the residue and the solution was concentrated under reduced pressure. The residue obtained was dissolved in acetone and the solution was stirred to form crystals. After collecting the crystals by filtration and recrystallizing from a mixed solvent of ethanol and diethyl ether, 5.0 g of N-cyclohexyl-6-methoxy-1,2,3,4-tetrahydro-2-naphthylamine hydrochloride was obtained as colorless needles having a melting point of 252°-254° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04239903 |
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| Source dataset | uspto-grants-1980_12 |
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| ORD ID | ord-9b49cc076cae45da8e5013f41bba56c5 |
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| Source note | uspto-grants-1980_12 |
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