반응 #1463477

반응 방정식

water

trans-4-(4-fluoro-cyclohex-3-enyl)cyclohexanecarbaldehyde

2-propyl-propane-l,3-diol

p-toluenesulphonic acid

→

trans-2-[trans-4-(4-fluoro-cyclohex-3-enyl)cyclohexyl]-5-propyl-[1,3]-dioxane

수율 47.4%

용매

toluene

반응 조건

후처리

1. 1
   온도at reflux for 1 hour in an apparatus which
2. 2
   온도After cooling the reaction solution
3. 3
   기타was partitioned in water/ether
4. 4
   세척The organic phase was washed twice with water
5. 5
   추출The aqueous phases were extracted twice with ether
6. 6
   건조dried over magnesium sulphate
7. 7
   여과filtered
8. 8
   기타the filtrate was evaporated
9. 9
   기타The crude product was recrystallized several times from ethanol/1% ethyl acetate

실험 절차

500 mg of trans-4-(4-fluoro-cyclohex-3-enyl)cyclohexanecarbaldehyde, 310 mg of 2-propyl-propane-l,3-diol and 50 mg of p-toluenesulphonic acid in 8 ml of toluene were boiled at reflux for 1 hour in an apparatus which was gassed with nitrogen and which was fitted with a water separator. After cooling the reaction solution was partitioned in water/ether. The organic phase was washed twice with water. The aqueous phases were extracted twice with ether. The organic phases were combined, dried over magnesium sulphate, filtered and the filtrate was evaporated. The crude product was recrystallized several times from ethanol/1% ethyl acetate and gave 350 mg of trans-2-[trans-4-(4-fluoro-cyclohex-3-enyl)cyclohexyl]-5-propyl-[1,3]-dioxane, m.p. (C-N)<room temperature; S-N 104° C., c1.p. (N-I) 118.3° C.;

출처