Methylamine → (Ferrocenylmethyl)methylamine

HRID 432969

Reaktionsgleichung

Reaktionsgleichung von HRID 432969
[C-:1]1([CH:6]=O)[CH:5]=[CH:4][CH:3]=[CH:2]1.[CH-:8]1[CH:12]=[CH:11][CH:10]=[CH:9]1.[Fe+2:13].[CH3:14][NH2:15].[BH4-].[Na+]>C1COCC1.CO>[CH3:14][NH:15][CH2:6][C-:1]1[CH:5]=[CH:4][CH:3]=[CH:2]1.[CH-:8]1[CH:12]=[CH:11][CH:10]=[CH:9]1.[Fe+2:13]

Komponenten

6

Edukt 3

HCID 6329MethylamineHCID 4311764Sodium borohydrideHCID 15184314Ferrocenecarboxyaldehyde

Produkt 1

HCID 15912148(Ferrocenylmethyl)methylamineAusbeute 86,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A solution of ferrocenecarboxaldehyde (700 mg, 3.27 mmol) and methylamine (2.0M in THF) (5.0 ml, 10.0 mmol) in THF (25 ml) and methanol (30 ml) was stirred at room temperature for 15 h under a nitrogen atmosphere. Sodium borohydride (371 mg, 9.81 mmol) was added to the solution and it was stirred at room temperature for 1 h. The solvent was removed out under reduced pressure and the residue dissolved in chloroform. The chloroform was washed with water, dried over magnesium sulphate. The solvent was removed under reduced pressure to yield a brown oil (647 mg, 86%).

Aufarbeitung

  1. customThe solvent was removed out under reduced pressure
  2. dissolutionthe residue dissolved in chloroform
  3. washThe chloroform was washed with water
  4. dry with materialdried over magnesium sulphate
  5. customThe solvent was removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-b94a4a2f3e4448a68a13a414c8786a03
Quelldatensatz
uspto-grants-2003_12
Patentnummer
US06664407B2

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