Hydrazine hydrate (1:1) → 4-Amino-1-(4-(2,3-dimethylphenyl)piperazin-1-yl)butan-2-ol

HRID 1626309Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1626309
[CH3:1][C:2]1[C:7]([CH3:8])=[CH:6][CH:5]=[CH:4][C:3]=1[N:9]1[CH2:14][CH2:13][N:12]([CH2:15][CH:16]([OH:30])[CH2:17][CH2:18][N:19]2C(=O)C3C(=CC=CC=3)C2=O)[CH2:11][CH2:10]1.O.NN>C(O)C>[NH2:19][CH2:18][CH2:17][CH:16]([OH:30])[CH2:15][N:12]1[CH2:11][CH2:10][N:9]([C:3]2[CH:4]=[CH:5][CH:6]=[C:7]([CH3:8])[C:2]=2[CH3:1])[CH2:14][CH2:13]1

Komponenten

4

Edukt 2

HCID 24654Hydrazine hydrate (1:1)HCID 672050722-(4-(4-(2,3-Dimethylphenyl)piperazin-1-yl)-3-hydroxybutyl)isoindoline-1,3-dione

Produkt 1

HCID 672065484-Amino-1-(4-(2,3-dimethylphenyl)piperazin-1-yl)butan-2-olAusbeute 55,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

To a mixture of 2-(4-(4-(2,3-dimethylphenyl)piperazin-1-yl)-3-hydroxybutyl)isoindoline-1,3-dione obtained in step 4 (0.26 g, 0.65 mmol) in ethanol (1.5 ml), was added hydrazine monohydrate (0.063 ml, 2.02 mmol) at room temperature. The resulting reaction mixture was stirred at room temperature for 17 hours. After the reaction complete, the reaction mixture thus obtained was sonicated and filtered. The filtrate was concentrated under reduced pressure. The residue was extracted with ethyl acetate and water. The organic phase thus separated was dried over anhydrous magnesium sulfate, filtered, and concentrated under reduced pressure to obtain the title compound (0.1 g). The compound was used for the next step without further purification.

Aufarbeitung

  1. customThe resulting reaction mixture
  2. customAfter the reaction complete, the reaction mixture thus obtained
  3. customwas sonicated
  4. filtrationfiltered
  5. concentrationThe filtrate was concentrated under reduced pressure
  6. extractionThe residue was extracted with ethyl acetate and water
  7. customThe organic phase thus separated
  8. dry with materialwas dried over anhydrous magnesium sulfate
  9. filtrationfiltered
  10. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-0efbef5b40cc4dc69485ff453dcd58b4
Quelldatensatz
uspto-grants-2014_07
Patentnummer
US08785453B2

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