Réaction #1596945

ord-609d76306b6f4c51aa02b2d46b205656

Équation de réaction

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

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Autrethe organic phase is separated off
  2. 2
    ExtractionThe aqueous phase is extracted with MTBE
  3. 3
    LavageThe combined organic phases are washed with water
  4. 4
    Autredried
  5. 5
    ConcentrationThe solution is concentrated to dryness
  6. 6
    Autrethe residue is used directly for the following reaction

Mode opératoire

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.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US08211513B2uspto-grants-2012_07