Reaktion #51996

Reaktionsgleichung

2-methylamino-ethanol

triphenylmethyl chloride

triethylamine

→

product

Ausbeute 88.5%

2-[methyl(trityl)amino]ethanol

Ausbeute 88.5%

Lösungsmittel

CH2Cl2

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe solvent was removed in vacuum
2. 2
   workup.DISSOLUTIONthe residue was dissolved in EtOAc (200 mL)
3. 3
   WaschenThe organic solution was washed with water (100 mL) and brine (50 mL)
4. 4
   Trocknendried over MgSO4
5. 5
   Filtrationfiltered
6. 6
   Einengenconcentrated in vacuo
7. 7
   SonstigeThe residue was chromatographed on a Flash 40M silica gel (90 g, 32-63 μm) cartridge
8. 8
   Wascheneluting with 20% EtOAc in n-heptane
9. 9
   Einengenconcentrated in vacuo

Vorschrift

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.

Quelle