Reaktion #1143013

Reaktionsgleichung

2-(2-methoxyethoxyl)ethanamine

1,1′-thiocarbonyldiimidazole

water

→

1-isothiocyanato-2-(2-methoxyethoxyl)ethane

Ausbeute 61.2%

Lösungsmittel

DMF

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionextracted with Et2O (70 mL)
2. 2
   WaschenThe Et2O layer was washed with water
3. 3
   Trocknendried over Na2SO4
4. 4
   Filtrationfiltered
5. 5
   EinengenThe filtrate was concentrated in vacuo (325 torr, bath temp: 24° C.)

Vorschrift

To a solution of 2-(2-methoxyethoxyl)ethanamine (0.820 g, 6.88 mmol) in DMF (69 mL) at 0° C. was added dropwise a solution of 1,1′-thiocarbonyldiimidazole (1.349 g, 7.57 mmol) in 21 mL of DMF. The mixture was warmed to RT and stirred for 90 min. The mixture was poured into water (130 mL) and extracted with Et2O (70 mL). The Et2O layer was washed with water, dried over Na2SO4, and filtered. The filtrate was concentrated in vacuo (325 torr, bath temp: 24° C.) to afford 1-isothiocyanato-2-(2-methoxyethoxyl)ethane (0.678 g, 4.21 mmol, 61% yield) as a yellow oil. The crude material was used in next step.

Quelle