Reaktion #1121725

Reaktionsgleichung

water

3-(dimethylamino)-1,2-propanediol

imidazole

tert-butyldimethylsilyl chloride

→

1-(tert-butyldimethylsilyloxy)-3-(dimethylamino)propan-2-ol

Lösungsmittel

dichloromethane

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe organic layer was separated
2. 2
   Extraktionthe aqueous layer was extracted with two additional portions of dichloromethane (20 mL)
3. 3
   TrocknenThe combined organic extracts were dried (MgSO4)
4. 4
   Filtrationfiltered
5. 5
   Einengenconcentrated

Vorschrift

A dry dichloromethane (10 mL) solution of 3-(dimethylamino)-1,2-propanediol (98%, 1.00 g, 8.39 mmol, 1.0 equiv) and imidazole (0.57 g, 8.39 mmol, 1.0 equiv) was stirred at 0° C. under argon for 15 minutes. Solid tert-butyldimethylsilyl chloride (1.26 g, 8.39 mmol, 1.0 equiv) was added to the mixture and the resultant was stirred for 2 hours at 0° C. The mixture was then diluted with 20 mL of dichloromethane and poured into deionized water (15 mL). The organic layer was separated and the aqueous layer was extracted with two additional portions of dichloromethane (20 mL). The combined organic extracts were dried (MgSO4), filtered and concentrated to afford crude 1-(tert-butyldimethylsilyloxy)-3-(dimethylamino)propan-2-ol, a thick clear oil, which was used without further purification.

Quelle