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Methane → (R)-1-benzyl-3-phenylpiperazine

HRID 2390920
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2390920
Cl.Cl.[C:3]1([C@@H:9]2[CH2:14][N:13]([CH2:15][C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[CH2:12][CH2:11][N:10]2CC=C)[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.C.[OH-].[Na+].C1(C)C=CC=CC=1>O.[Ru](Cl)(Cl)Cl>[C:3]1([C@H:9]2[NH:10][CH2:11][CH2:12][N:13]([CH2:15][C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=3)[CH2:14]2)[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

7

Edukt 4

HCID 297MethaneHCID 1140TolueneHCID 14798Sodium HydroxideHCID 68577108HCID 68577108, Verbindung

Produkt 1

HCID 51910762(R)-1-benzyl-3-phenylpiperazineAusbeute 91 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 61850
Ruthenium trichloride
Katalysator
HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

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.

Aufarbeitung

  1. customThe formed insolubles were separated by filtration
  2. washwashed with toluene (3 mL)
  3. customAfter the organic layer and aqueous layer of the filtrate were separated
  4. washthe organic layer was washed twice with distilled water (6 mL)
  5. concentrationThe organic layer was concentrated
  6. customdried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-c5dcfbbdb2df4fc68d37ce5d9910e8f7
Quelldatensatz
uspto-grants-2012_09
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08273883B2

Notizen zur Reaktion

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