反应 #1463477

反应方程式

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

收率 47.4%

溶剂

toluene

反应条件

后处理

1. 1
   温度at reflux for 1 hour in an apparatus which
2. 2
   温度After cooling the reaction solution
3. 3
   其他was partitioned in water/ether
4. 4
   洗涤The organic phase was washed twice with water
5. 5
   萃取The aqueous phases were extracted twice with ether
6. 6
   干燥dried over magnesium sulphate
7. 7
   过滤filtered
8. 8
   其他the filtrate was evaporated
9. 9
   其他The crude product was recrystallized several times from ethanol/1% ethyl acetate

实验过程

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.;

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