反応 #1463477

反応方程式

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

収率 47.4%

溶媒

toluene

反応条件

後処理

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

実験手順

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.;

出典