تفاعل #74785

معادلة التفاعل

Water

Sodium hydride

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

m-Cyanobenzylbromide

→

oil

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

المذيبات

tetrahydrofuran

ظروف التفاعل

المعالجة

1. 1
   أخرىto react to room temperature overnight
2. 2
   استخلاصthe aqueous mixture extracted with ethyl acetate (3×150 ml)
3. 3
   تجفيفThe extracts were dried over magnesium sulfate
4. 4
   ترشيحfiltered
5. 5
   تركيزconcentrated under reduced pressure

الإجراء التجريبي

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.

المصدر