반응 #1463481

반응 방정식

2-(1,3-dioxan-2-yl)ethyltriphenylphosphonium bromide

tetrahydrofuran

tetrahydrofuran

4-(3-fluoro-4-trifluoromethoxyphenyl)cyclohexanone

potassium t-butoxide

→

1-(2-(1,3-dioxan-2-yl)ethylidene)-4-(3-fluoro-4-trifluoromethoxyphenyl)cyclohexane

용매

ether

반응 조건

후처리

1. 1
   기타Into a three-necked flask equipped with a dropping funnel
2. 2
   기타reached 10° C
3. 3
   기타The resulting reaction mixture
4. 4
   기타up to room temperature
5. 5
   기타for one hour
6. 6
   workup.STIRRINGstirring for one hour
7. 7
   workup.STIRRINGfurther stirring the reaction mixture for 5 hours
8. 8
   workup.ADDITIONafter completion of the dropwise addition
9. 9
   여과filtering off
10. 10
    농축concentrating the filtrate under reduced pressure
11. 11
    기타isolating
12. 12
    기타purifying the resulting pale brown oil by means of silica gel column chromatography

실험 절차

Into a three-necked flask equipped with a dropping funnel, a three-way cook and a thermometer was placed 2-(1,3-dioxan-2-yl)ethyltriphenylphosphonium bromide (9.1 g, 20 mmols), followed by adding tetrahydrofuran (100 ml), suspending, stirring under ice cooling till the liquid temperature reached 10° C. The resulting reaction mixture was added potassium t-butoxide (2.2 g, 20 mmols) followed by elevating the temperature up to room temperature under ice cooling for one hour, stirring for one hour, dropwise adding a tetrahydrofuran (50 ml) solution of 4-(3-fluoro-4-trifluoromethoxyphenyl)cyclohexanone (5.5 g, 20 mmols) over 30 minutes from the dropping funnel, further stirring the reaction mixture for 5 hours after completion of the dropwise addition, adding ether (100 ml), allowing to stand for one hour, filtering off deposited insoluble substance, concentrating the filtrate under reduced pressure, and isolating and purifying the resulting pale brown oil by means of silica gel column chromatography, to obtain 1-(2-(1,3-dioxan-2-yl)ethylidene)-4-(3-fluoro-4-trifluoromethoxyphenyl)cyclohexane.

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