Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 68577617 | HCID 68577617 | — |
| Catalyst | Ruthenium trichloride | HCID 61850 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 68576982 | HCID 68576982 | 70.9% |
Reaction Steps
In distilled water (9 mL), (R)-2-(4-Chlorophenyl)-4-methyl-1-(2-propenyl)hexahydropyrazine dihydrochloride (1.06 g, 3.0 mmol) produced in Example 20 was dissolved. To the solution, ruthenium chloride (28 mg, 0.04 equivalent) was added. The mixture was stirred at 100° C. for 12 hours. After toluene (9 mL) was added thereto, formed insolubles were removed by filtration, and washed with toluene (9 mL) and distilled water (9 mL). To the filtrate, 30 wt % aqueous solution of sodium hydroxide (918 mg, 2.5 equivalents) was added. After the organic layer and aqueous layer were separated, the organic layer was washed twice with distilled water (9 mL), concentrated and dried under vacuum, to obtain 448 mg of the title compound as pale brown oil (yield: 65%, chemical purity: 88.4 area %). The retention time in the chemical purity analysis method was 2.2 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-1edd3888fb27403387994d92496e03db |
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| Source note | uspto-grants-2012_09 |
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