反応 #1328393

反応方程式

benzyl chloroformate

3-aminopropanol

→

title compound

収率 58.9%

N-CBZ-3-aminopropanol

収率 58.9%

溶媒

CH2Cl2

CH2Cl2

反応条件

後処理

1. 1
   洗浄The reaction mixture was washed with H2O
2. 2
   その他dried
3. 3
   その他purified by flash column chromatography (on silica gel, CH3OH—CH2Cl2)

実験手順

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).

出典