Aluminium lithium hydride → 3-(Aminomethyl)-2,6-dichloro-5-fluoroaniline

HRID 450331Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 450331
[Cl:1][C:2]1[C:10]([NH2:11])=[C:9]([Cl:12])[C:8]([F:13])=[CH:7][C:3]=1[C:4]([NH2:6])=O.[H-].[H-].[H-].[H-].[Li+].[Al+3]>C1COCC1>[NH2:11][C:10]1[C:2]([Cl:1])=[C:3]([CH:7]=[C:8]([F:13])[C:9]=1[Cl:12])[CH2:4][NH2:6]

Komponenten

4

Edukt 2

HCID 21226445Aluminium lithium hydrideHCID 866744963-Amino-2,4-dichloro-5-fluorobenzamide

Produkt 1

HCID 825077343-(Aminomethyl)-2,6-dichloro-5-fluoroaniline

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

2,4-Dichloro-5-fluoro-3 amino-benzamide (6.00 g, 26.9 mmol) in THF (175 mL) is added dropwise to LiAlH4 (1 M in THF, 28.0 mL) in THF (175 mL). The reaction mixture is stirred for 1 h at rt and 5 h at reflux. Excess LiAlH4 is destroyed under cooling as described by L. F. Fieser & M. Fieser Vol 1, p 584 Wiley 1967. After 30 min the mixture is filtered, the filtrate is concentrated, diluted with Et2O and the precipitate is collected.

Aufarbeitung

  1. temperatureat reflux
  2. customExcess LiAlH4 is destroyed
  3. temperatureunder cooling
  4. filtrationAfter 30 min the mixture is filtered
  5. concentrationthe filtrate is concentrated
  6. additiondiluted with Et2O
  7. customthe precipitate is collected

Quellen und Nachweise

ORD-Eintrag
ord-eb0c9a939d774358996ac3fe406ed8e9
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08486968B2

Notizen zur Reaktion

Wird geladen…