Reacción #1328393

Ecuación de reacción

benzyl chloroformate

3-aminopropanol

→

title compound

Rendimiento 58.9%

N-CBZ-3-aminopropanol

Rendimiento 58.9%

Disolventes

CH2Cl2

CH2Cl2

Condiciones de reacción

Tratamiento posterior

1. 1
   LavadoThe reaction mixture was washed with H2O
2. 2
   Otrodried
3. 3
   Otropurified by flash column chromatography (on silica gel, CH3OH—CH2Cl2)

Procedimiento

A CH2Cl2 solution (300 mL) of 3-aminopropanol (10 g, 0.133 mole) and TEA (20 g, 0.2 mole) was cooled to 0° C., followed by slow addition of CH2Cl2 solution (25 mL) of benzyl chloroformate (25 g, 0.147 mole). The resulting solution was gradually warmed to room temperature. The stirring was continued at room temperature overnight. The reaction mixture was washed with H2O, dried and purified by flash column chromatography (on silica gel, CH3OH—CH2Cl2) to yield 16.4 g, 58.9% of title compound. 1H NMR (CDCl3): δ 7.26-7.40 (m, 5H), 5.10 & 5.0-5.10 (s+m, 3H), 3.68 (q, 2H), 3.36 (q, 2H), 2.58 (t, 1H), 1.70 (p, 2H).

Fuente