Toluene → HCID 68576982, compound

Temperature

100 °C

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.

1. customformed insolubles
2. customwere removed by filtration
3. washwashed with toluene (9 mL)
4. distillationdistilled water (9 mL)
5. customAfter the organic layer and aqueous layer were separated
6. washthe organic layer was washed twice with distilled water (9 mL)
7. concentrationconcentrated
8. customdried under vacuum

ORD record

ord-1edd3888fb27403387994d92496e03db

Source dataset

uspto-grants-2012_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08273883B2