تفاعل #2396477

معادلة التفاعل

isopropylideneglycerol

(3RS,7R,11R)-3,7,11,15-tetramethylhexadecyl p-toluenesulphonate

sodium hydride

pentane

water

→

(RS)-2,2-dimethyl-4-[[[(3RS,7R,11R)-3,7,11,15-tetramethylhexadecyl]oxy]methyl]-1,3-dioxolane

المذيبات

dimethylformamide

dimethylformamide

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONwere added
2. 2
   workup.STIRRINGThe reaction mixture was stirred at 60° C. for 2 hours
3. 3
   أخرىwas removed at 65° C
4. 4
   ترشيحfiltered

الإجراء التجريبي

5.25 g (175 mmol) of sodium hydride (80%) were washed twice with 10 ml of pentane. Thereafter, 400 ml of dimethylformamide and 120 mmol of isopropylideneglycerol were added. The reaction mixture was stirred at 60° C. for 1 hour. After cooling to room temperature 100 mmol of (3RS,7R,11R)-3,7,11,15-tetramethylhexadecyl p-toluenesulphonate in 100 ml of dimethylformamide were added. The reaction mixture was stirred at 60° C. for 2 hours. After the addition of a small amount of water the majority of the solvent was removed at 65° C. The residue was suspended in toluene, filtered and freed from solvent. After chromatography of the crude product on silica gel there was obtained (RS)-2,2-dimethyl-4-[[[(3RS,7R,11R)-3,7,11,15-tetramethylhexadecyl]oxy]methyl]-1,3-dioxolane.

المصدر