反応 #1618040

反応方程式

2

cis-9-Octadecenoic acid 2,3-dihydroxypropyl ester

triphenylmethyl chloride

→

colorless oil

収率 88.0%

cis-9-Octadecenoic acid 2-hydroxy-3-triphenylmethoxypropyl ester

収率 88.0%

溶媒

dichloromethane pyridine

反応条件

後処理

1. 1
   その他The solvent is removed
2. 2
   workup.ADDITIONthe residue is added twice with 50 ml of toluene
3. 3
   濃縮concentrated
4. 4
   workup.ADDITIONThe residue is diluted with 100 ml of H2O
5. 5
   抽出extracted three times with 50 ml of dichloromethane
6. 6
   洗浄The combined organic phases are washed with 50 ml of cold 5% HCl and 50 ml of saturated NaCl solution
7. 7
   乾燥dried over MgSO4
8. 8
   ろ過filtrated
9. 9
   濃縮concentrated
10. 10
    その他The residue is purified by chromatography on silica gel

実験手順

A solution of 2 (21 mmol) in 80 ml of dichloromethane/pyridine (1:1) is added dropwise with triphenylmethyl chloride (27 mmol) and stirred at room temperature for 48 hours. The solvent is removed, and the residue is added twice with 50 ml of toluene and concentrated. The residue is diluted with 100 ml of H2O and extracted three times with 50 ml of dichloromethane. The combined organic phases are washed with 50 ml of cold 5% HCl and 50 ml of saturated NaCl solution, dried over MgSO4, filtrated and concentrated. The residue is purified by chromatography on silica gel using heptane/ethyl acetate (5:1). Yield: 88% of a colorless oil.

出典