反応 #1328394

ord-c6b52c42d2fe43d8858d0b296598f024

反応方程式

NCCO
2-aminoethanol
O=C(Cl)OCc1ccccc1
benzyl chloroformate
O=C(NCCO)OCc1ccccc1
title compound
収率 66.0%
O=C(NCCO)OCc1ccccc1
N-CBZ-2-aminoethanol
収率 66.0%

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    workup.ADDITIONAfter complete addition
  2. 2
    その他purified by flash column chromatography on silica gel

実験手順

To 0° C. cold of CH2Cl2 solution (300 mL) of 2-aminoethanol (10.8 g, 0.177 mole) and TEA (26.8 g; 0.265 mole) was added slowly a CH2Cl2 solution (50 mL) of benzyl chloroformate (33.2 g, 0.194 mole). After complete addition, the resulting solution was gradually warmed to room temperature and stirring was continued at room temperature overnight. The reaction was worked up and purified by flash column chromatography on silica gel, affording 22.8 g in 66% yield of title compound. 1H NMR (CDCl3): δ 7.34-7.40 (m, 5H), 5.20-5.32 (m, 1H), 5.14 (s, 2H), 3.74 (q, 2H), 3.37 (q, 2H), 2.38 (bs, 1H).

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: USRE039324E1uspto-grants-2006_10