Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methane | HCID 297 | — |
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 68577108 | HCID 68577108 | — |
| Catalyst | Ruthenium trichloride | HCID 61850 | — |
| Solvent | Water | HCID 962 | — |
| Product | (3R)-1-Benzyl-3-phenylpiperazine | HCID 51910762 | 91% |
Reaction Steps
In distilled water (3 mL), (R)-2-Phenyl-4-(phenylmethyl)-1-(2-propenyl)hexahydropyrazine dihydrochloride (328 mg, 1.0 mmol) produced in Example 19 was dissolved. To the solution, ruthenium chloride (5 mg, 0.02 equivalent) and activated charcoal (6 mg) were added. The mixture was stirred at 100° C. for 24 hours. To the mixture, 30 wt % aqueous solution of sodium hydroxide (295 mg, 2.2 equivalents) and toluene (3 mL) were added. The formed insolubles were separated by filtration, and washed with toluene (3 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 227 mg of the title compound as pale brown oil (yield: 91%, chemical purity: 94.8 area %). The retention time in the chemical purity analysis method was 2.4 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-c5dcfbbdb2df4fc68d37ce5d9910e8f7 |
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| Source note | uspto-grants-2012_09 |
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