Reaktion #1596945

ord-609d76306b6f4c51aa02b2d46b205656

Reaktionsgleichung

CCCC1COC(c2ccc(OCc3ccccc3)c(F)c2)CC1Br
2-(4-benzyloxy-3-fluorophenyl)-4-bromo-5-propyltetrahydropyran
CCN(CC)CC
triethylamine
CCCC1CCC(c2ccc(O)c(F)c2)OC1
2-fluoro-4-(5-propyltetrahydropyran-2-yl)phenol

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigethe organic phase is separated off
  2. 2
    ExtraktionThe aqueous phase is extracted with MTBE
  3. 3
    WaschenThe combined organic phases are washed with water
  4. 4
    Sonstigedried
  5. 5
    EinengenThe solution is concentrated to dryness
  6. 6
    Sonstigethe residue is used directly for the following reaction

Vorschrift

123.0 g (0.30 mol) of 2-(4-benzyloxy-3-fluorophenyl)-4-bromo-5-propyltetrahydropyran are hydrogenated in toluene/water in the presence of Pd/C (5% of Pd) and 86.0 ml (0.60 mol) of triethylamine. The reaction solution is diluted with MTBE, and the organic phase is separated off. The aqueous phase is extracted with MTBE. The combined organic phases are washed with water and dried using sodium sulfate. The solution is concentrated to dryness, and the residue is used directly for the following reaction.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08211513B2uspto-grants-2012_07