反応 #51996

反応方程式

2-methylamino-ethanol

triphenylmethyl chloride

triethylamine

→

product

収率 88.5%

2-[methyl(trityl)amino]ethanol

収率 88.5%

溶媒

CH2Cl2

反応条件

後処理

1. 1
   その他The solvent was removed in vacuum
2. 2
   workup.DISSOLUTIONthe residue was dissolved in EtOAc (200 mL)
3. 3
   洗浄The organic solution was washed with water (100 mL) and brine (50 mL)
4. 4
   乾燥dried over MgSO4
5. 5
   ろ過filtered
6. 6
   濃縮concentrated in vacuo
7. 7
   その他The residue was chromatographed on a Flash 40M silica gel (90 g, 32-63 μm) cartridge
8. 8
   洗浄eluting with 20% EtOAc in n-heptane
9. 9
   濃縮concentrated in vacuo

実験手順

A mixture of 2-methylamino-ethanol (5.0 gr, 66.6 mmol) and triphenylmethyl chloride (18.6 g, 66.6 mmol) in 150 mL of CH2Cl2 was treated with triethylamine (9.3 mL, 66.6 mmol) and stirred at room temperature for 2 h. The solvent was removed in vacuum and the residue was dissolved in EtOAc (200 mL). The organic solution was washed with water (100 mL) and brine (50 mL), dried over MgSO4, filtered and concentrated in vacuo. The residue was chromatographed on a Flash 40M silica gel (90 g, 32-63 μm) cartridge, eluting with 20% EtOAc in n-heptane, and those fractions with Rf=0.5 by TLC (EtOAc/hexane, 3/7) were combined and concentrated in vacuo to give 18.7 g of the product as a white solid.

出典