Ethanol → 4-Amino-3-(benzylthio)-3-methylbutan-1-ol

HRID 504632

Reaktionsgleichung

Reaktionsgleichung von HRID 504632
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH2:7]([S:14][C:15]([CH3:23])([CH2:19][N+:20]([O-])=O)[CH2:16][CH2:17][OH:18])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.C(O)C.O>O1CCCC1>[NH2:20][CH2:19][C:15]([S:14][CH2:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)([CH3:23])[CH2:16][CH2:17][OH:18]

Komponenten

6

Edukt 4

HCID 702EthanolHCID 962WaterHCID 21226445Aluminium lithium hydrideHCID 574759763-(Benzylthio)-3-methyl-4-nitrobutan-1-ol

Produkt 1

HCID 574759774-Amino-3-(benzylthio)-3-methylbutan-1-olAusbeute 99 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

To a mixture of lithium aluminum hydride (1.67 g) and tetrahydrofuran (30 ml) was added a solution of 3-(benzylthio)-3-methyl-4-nitrobutan-1-ol (3.00 g) in tetrahydrofuran (10 ml) over 1 hr at room temperature. The reaction mixture was stirred at room temperature for 1 hr, ethanol (10 ml) and water (6.4 ml) were added in this order, and the resulting inorganic salt was removed by filtration. The filtrate was concentrated, and the residue was dissolved in ethyl acetate, dried (MgSO4), and concentrated to give the title compound (2.62 g, yield 99%) as a yellow oil.

Aufarbeitung

  1. customthe resulting inorganic salt was removed by filtration
  2. concentrationThe filtrate was concentrated
  3. dissolutionthe residue was dissolved in ethyl acetate
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-3cd60dcd841341fd812b8d2572c021be
Quelldatensatz
uspto-grants-2010_08
Patentnummer
US07777047B2

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