Methanol → 2-Phenylbutane-1,2-diamine

HRID 2227452Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2227452
[H-].[Al+3].[Li+].[H-].[H-].[H-].[NH2:7][C:8]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)([CH2:11][CH3:12])[C:9]#[N:10].CO>CCOCC.C(Cl)Cl>[C:13]1([C:8]([NH2:7])([CH2:11][CH3:12])[CH2:9][NH2:10])[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Komponenten

6

Edukt 3

HCID 887MethanolHCID 167944572-Amino-2-phenylbutanenitrileHCID 21226445Aluminium lithium hydride

Produkt 1

HCID 211492-Phenylbutane-1,2-diamineAusbeute 81 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 3283Diethyl EtherLösungsmittel2×HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a stirred suspension of lithium aluminum hydride (LAH, 7.0 g) in 250 mL of ether is added dropwise a solution of the compound of step 1(10.0 g) in 10 mL of ether at −70° C. The reaction mixture is stirred at −60° C. to −70° C. until TLC (10% MeOH in CH2Cl2) shows the disappearance of the starting material. The excess LAH is destroyed by cautious addition of a saturated aqueous Na2SO4 solution. The resulting mixture is filtered and solid is washed with EtOAc. The filtrate is dried over Na2SO4 and concentrated under vacuum to give 8.3 g of the title compound as clear oil.

Aufarbeitung

  1. customThe excess LAH is destroyed by cautious addition of a saturated aqueous Na2SO4 solution
  2. filtrationThe resulting mixture is filtered
  3. washsolid is washed with EtOAc
  4. dry with materialThe filtrate is dried over Na2SO4
  5. concentrationconcentrated under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-d6ee337e164742759ca44d393570b26f
Quelldatensatz
uspto-grants-2002_07
Patentnummer
US06413982B1

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