Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methane | HCID 297 | — |
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 68576882 | HCID 68576882 | — |
| Catalyst | Ruthenium trichloride | HCID 61850 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 68577138 | HCID 68577138 | 37.5% |
Reaction Steps
To (R)-2-(4-chlorophenyl)-4-phenyl-1-(2-propenyl)hexahydropyrazine dihydrochloride (285 mg, 0.87 mmol) produced in Example 21, distilled water (2 mL), conc. hydrochloric acid (181 mg, 2.0 equivalents), ruthenium chloride (9 mg, 0.04 equivalent) and activated charcoal (9 mg) were added. The mixture was stirred at 100° C. for 18 hours. Toluene (4 mL) and 30 wt % aqueous solution of sodium hydroxide (258 mg, 2.2 equivalents) were added thereto. The formed insolubles were removed by filtration, and washed with toluene (2 mL). After the organic layer and aqueous layer of the filtrate were separated, the organic layer was washed twice with distilled water (6 mL). The organic layer was concentrated and dried under vacuum, to obtain 89 mg of the title compound as brown oil (yield: 29%, chemical purity: 83.8 area %). The retention time in the chemical purity analysis method was 3.7 min.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08273883B2 |
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| Source dataset | uspto-grants-2012_09 |
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| ORD ID | ord-8d241b3e39544b0e91dd1ac2f230a379 |
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| Source note | uspto-grants-2012_09 |
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