반응 #2495096

반응 방정식

(R)-3-(benzyloxy)propane-1,2-diol

1-bromododecane

potassium hydroxide

→

(R)-((2,3-bis(dodecyloxy)propoxy)methyl)benzene

용매

ethyl ether

THF

반응 조건

후처리

1. 1
   세척washed with water, 1 N hydrochloric acid, water, and brine
2. 2
   건조dried over anhydrous Na2SO4
3. 3
   농축concentrated en vaccuo
4. 4
   기타The crude mixture was purified by flash chromatography on a COMBIFLASH® system (ISCO)
5. 5
   기타to give the product

실험 절차

To a solution of (R)-3-(benzyloxy)propane-1,2-diol (1 eq) in THF (0.3 M) was added n-tetrabutylammonium bromide (0.2 eq), 1-bromododecane (4 eq) and potassium hydroxide (5 eq). The reaction mixture was stirred at room temperature overnight. The mixture was diluted with ethyl ether, washed with water, 1 N hydrochloric acid, water, and brine, dried over anhydrous Na2SO4, and concentrated en vaccuo. The crude mixture was purified by flash chromatography on a COMBIFLASH® system (ISCO) using 0-10% EtOAc/Hex to give the product.

출처