Reaktion #989843

ord-76fd4b733a574e44b86d724bf907e2dc

Reaktionsgleichung

NCc1cccc(O)c1
3-hydroxybenzylamine
CCN(CC)CC
Triethylamine
CC(C)(C)OC(=O)OC(=O)OC(C)(C)C
(BOC)2O
→
CC(C)(C)OC(=O)NCc1cccc(O)c1
titled compound
Ausbeute 22.1%
CC(C)(C)OC(=O)NCc1cccc(O)c1
(3-Hydroxy-benzyl)-carbamic acid tert butyl ester
Ausbeute 22.1%

Edukte

NCc1cccc(O)c1
3-hydroxybenzylamine
CCN(CC)CC
Triethylamine
CC(C)(C)OC(=O)OC(=O)OC(C)(C)C
(BOC)2O

Reagenzien

Keine

Lösungsmittel

CN(C)C=O
DMF

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    EinengenThe reaction was concentrated
  2. 2
    Sonstigechromatographed on silica gel (0 to 20% EtOAc/hexanes)

Vorschrift

3-hydroxybenzylamine (Apin, 1.0 g, 8.1 mmole) was dissolved in DMF(25 ml). Triethylamine (0.33 ml, 2.4 mmole) and (BOC)2O (1.8 g, 8.1 mmole) were added, the mixture stirred over night at room temperature under argon atmosphere. The reaction was concentrated, chromatographed on silica gel (0 to 20% EtOAc/hexanes) to give the titled compound (400 mg, 22%). MH+223.0

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07365085B2uspto-grants-2008_04