تفاعل #501462

معادلة التفاعل

α,α,α-trifluoroacetophenone

butyllithium

[3-(3-phenoxyphenyl)propyl]-triphenylphophonium bromide

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4-(3-phenoxyphenyl)-1-phenyl-1-trifluoromethyl-1-butene

المردود 71.9%

المذيبات

tetrahydrofuran

n-hexane

tetrahydrofuran

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONwas added dropwise
2. 2
   workup.STIRRINGAfter stirring for 3 hours at room temperature
3. 3
   استخلاصextracted with ether
4. 4
   تجفيفthe extract dried over sodium sulphate
5. 5
   أخرىevaporated

الإجراء التجريبي

A solution of butyllithium in n-hexane (8.5 ml of 1.6 molar) was added, dropwise, at room temperature and under a nitrogen atmosphere over 10 minutes to [3-(3-phenoxyphenyl)propyl]-triphenylphophonium bromide (7.67 g; 13.75 mmol) in absolute tetrahydrofuran (40 ml). After stirring for 2 hours, α,α,α-trifluoroacetophenone (2.18 g; 12.5 mmol) dissolved in absolute tetrahydrofuran (10 ml) was added dropwise. After stirring for 3 hours at room temperature, the mixture was added to ice-water, extracted with ether and the extract dried over sodium sulphate and evaporated. After chromotography on silica gel using hexane-toluene, there was obtained 4-(3-phenoxyphenyl)-1-phenyl-1-trifluoromethyl-1-butene (3.31 g=71.9% of theory).

المصدر