反応 #1121733

反応方程式

water

3-(dimethylamino)-1,2-propanediol

imidazole

tert-butyldimethylsilyl chloride

→

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

溶媒

dichloromethane

dichloromethane

反応条件

後処理

1. 1
   その他The organic layer was separated
2. 2
   抽出the aqueous layer was extracted with two additional portions of dichloromethane (20 mL)
3. 3
   乾燥The combined organic extracts were dried (MgSO4)
4. 4
   ろ過filtered
5. 5
   濃縮concentrated

実験手順

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.

出典