Reaktion #536697

ord-f9ebf6160880433391f45dcdf6cb63a5

Reaktionsgleichung

CC(C)(C)OC(=O)NCc1cccc(O)c1
tert-Butyl (3-hydroxybenzyl)carbamate
COC(=O)c1ccc(F)cc1
methyl 4-fluorobenzoate
O=C([O-])[O-].[Cs+].[Cs+]
cesium carbonate
COC(=O)c1ccc(Oc2cccc(CNC(=O)OC(C)(C)C)c2)cc1
methyl 4-(3-((tert-butoxycarbonylamino)methyl)phenoxy)benzoate
Ausbeute 101.7%

Reaktionsbedingungen

Temperatur
100°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Filtrationfiltered
  2. 2
    Einengenconcentrated under reduced pressure

Vorschrift

tert-Butyl (3-hydroxybenzyl)carbamate (0.025 g, 0.11 mmol) was dissolved in acetonitrile (1.0 mL) with methyl 4-fluorobenzoate (Aldrich, Cat 120707) (0.034 g, 0.22 mmol) and cesium carbonate (0.073 g, 0.22 mmol) in a sealed tube. The reaction was heated to 100° C. for 2 h. and was complete. The reaction was taken up in ethyl acetate, filtered and concentrated under reduced pressure to give crude methyl 4-(3-((tert-butoxycarbonylamino)methyl)phenoxy)benzoate (0.040 g) as a clear oil.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08481732B2uspto-grants-2013_07