反応 #74785

反応方程式

Water

Sodium hydride

1,2-di-O-n-hexadecyl glycerol

m-Cyanobenzylbromide

→

oil

1,2-Di-O-(n-hexadecyl)-3-O-(3-cyanobenzyl)-glycerol

溶媒

tetrahydrofuran

反応条件

後処理

1. 1
   その他to react to room temperature overnight
2. 2
   抽出the aqueous mixture extracted with ethyl acetate (3×150 ml)
3. 3
   乾燥The extracts were dried over magnesium sulfate
4. 4
   ろ過filtered
5. 5
   濃縮concentrated under reduced pressure

実験手順

Sodium hydride (50% mineral oil dispersion; 1.056 g, 0.022 mole) was added to a solution of 1,2-di-O-n-hexadecyl glycerol in tetrahydrofuran (150 ml) and stirred for 20 minutes under nitrogen. m-Cyanobenzylbromide (4.0 g, 0.020 mole) was added to the mixture and allowed to react to room temperature overnight. Water (200 ml) and then cautiously added and the aqueous mixture extracted with ethyl acetate (3×150 ml). The extracts were dried over magnesium sulfate, filtered and concentrated under reduced pressure to give an oil (12 g), which was chromatographed on silica gel (eluted with benzene/hexane, 8/2) resulting in pure 1,2-Di-O-(n-hexadecyl)-3-O-(3-cyanobenzyl)-glycerol (8.0 g): oil; ir(CHCl3) 2230 cm-1.

出典