Реакция #1328393

Уравнение реакции

benzyl chloroformate

3-aminopropanol

→

title compound

Выход 58.9%

N-CBZ-3-aminopropanol

Выход 58.9%

Растворители

CH2Cl2

CH2Cl2

Условия реакции

Обработка

1. 1
   ПромывкаThe reaction mixture was washed with H2O
2. 2
   Другоеdried
3. 3
   Другоеpurified by flash column chromatography (on silica gel, CH3OH—CH2Cl2)

Методика

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).

Источник