Réaction #1328393

Équation de réaction

benzyl chloroformate

3-aminopropanol

→

title compound

Rendement 58.9%

N-CBZ-3-aminopropanol

Rendement 58.9%

Solvants

CH2Cl2

CH2Cl2

Conditions de réaction

Traitement

1. 1
   LavageThe reaction mixture was washed with H2O
2. 2
   Autredried
3. 3
   Autrepurified by flash column chromatography (on silica gel, CH3OH—CH2Cl2)

Mode opératoire

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).

Source