Reaktion #731968

Reaktionsgleichung

dimethylamine water

ethanol

8-bromo-1-octanol

ethanol

→

8-dimethylamino-1-octanol

Ausbeute 91.0%

Lösungsmittel

ethyl acetate

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONadded dropwise over 10 minutes
2. 2
   Waschenwashed with saturated sodium bicarbonate solution
3. 3
   ExtraktionThe aqueous phase was extracted with ethyl acetate
4. 4
   WaschenThe combined organic phases were washed with saturated sodium bicarbonate solution (50 mL) and brine (2×40 mL)
5. 5
   Trocknendried over sodium sulfate
6. 6
   Einengenconcentrated

Vorschrift

A solution of 40% dimethylamine/water (30 mL, 26.9 g, 239 mmol) and ethanol (50 mL) was treated with a solution of 8-bromo-1-octanol (15.13 g, 72.3 mmol) and ethanol (20 mL), added dropwise over 10 minutes. The reaction mixture was stirred for 75 hours, diluted with ethyl acetate (80 mL) and washed with saturated sodium bicarbonate solution. The aqueous phase was extracted with ethyl acetate. The combined organic phases were washed with saturated sodium bicarbonate solution (50 mL) and brine (2×40 mL), dried over sodium sulfate, and concentrated. The 11.4 g of 8-dimethylamino-1-octanol, isolated as a yellow oil, was used as is.

Quelle