Reaktion #2254204

ord-99b5d562ea3746c089ab5bbbf4885741

Reaktionsgleichung

N#CCC1(c2ccc(F)cc2)CCOCC1
2-[4-(4-fluorophenyl)oxan-4-yl]acetonitrile
[Al+3].[H-].[H-].[H-].[H-].[Li+]
LAH
NCCC1(c2ccc(F)cc2)CCOCC1
2-[4-(4-fluorophenyl)oxan-4-yl]ethan-1-amine

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeAfter 2 h the reaction was quenched with 1 ml H2O, 0.1 ml 15% NaOH
  2. 2
    ExtraktionThe reaction mixture was extracted with Et2O (3×20 ml)
  3. 3
    Sonstigedried over NA2SO4
  4. 4
    Einengenconcentrated

Vorschrift

To a solution of 2-[4-(4-fluorophenyl)oxan-4-yl]acetonitrile (450 mg, 2.05 mmol) in anhydrous ether (15 ml) at 0° C. was added dropwise LAH (1.0 M in Et2O, 4.1 ml, 4.11 mmol). After 2 h the reaction was quenched with 1 ml H2O, 0.1 ml 15% NaOH and then 1 ml H2O. The reaction mixture was extracted with Et2O (3×20 ml), dried over NA2SO4 and concentrated to give 2-[4-(4-fluorophenyl)oxan-4-yl]ethan-1-amine as an yellow oil, which used without further purification (450 mg, 94%, m/z: 223.1 [M+H]+ observed).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US09044469B2uspto-grants-2015_06