Reacción #989843

ord-76fd4b733a574e44b86d724bf907e2dc

Ecuación de reacción

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
Rendimiento 22.1%
CC(C)(C)OC(=O)NCc1cccc(O)c1
(3-Hydroxy-benzyl)-carbamic acid tert butyl ester
Rendimiento 22.1%

Reactantes

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

Reactivos

Ninguno

Disolventes

CN(C)C=O
DMF

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

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

Procedimiento

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

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US07365085B2uspto-grants-2008_04