反応 #2754

反応方程式

water

4-(4-n-pentyl-4-phenyl-4-silacyclohexyl)cyclohexanone

potassium t-butoxide

methoxymethyltriphenylphosphonium chloride

→

4-(4-n-pentyl-4-phenyl-4-silacyclohexyl)cyclohexane carbaldehyde

溶媒

THF

THF

反応条件

後処理

1. 1
   その他to prepare an orange ylide solution
2. 2
   抽出extracted with methylene chloride
3. 3
   洗浄by washing
4. 4
   その他drying
5. 5
   濃縮concentration by a usual manner
6. 6
   workup.ADDITIONn-Hexane was added to the residue
7. 7
   その他the resultant crystals of triphenylphosphine oxide were removed by filtration
8. 8
   濃縮The filtrate was concentrated
9. 9
   洗浄by washing
10. 10
    その他drying
11. 11
    濃縮concentration by a usual manner

実験手順

12 g of potassium t-butoxide was added to a mixture of 35 g of methoxymethyltriphenylphosphonium chloride and 200 ml of THF to prepare an orange ylide solution. A solution of 34 g of 4-(4-n-pentyl-4-phenyl-4-silacyclohexyl)cyclohexanone in 50 ml of THF was added to the ylide solution and agitated at room temperature for 2 hours. Thereafter, the mixture was poured into iced water and extracted with methylene chloride, followed by washing, drying and concentration by a usual manner. n-Hexane was added to the residue, and the resultant crystals of triphenylphosphine oxide were removed by filtration. The filtrate was concentrated, and the resultant residue was hydrolyzed with 100 ml of 20% hydrochloric acid, followed by washing, drying and concentration by a usual manner to obtain 4-(4-n-pentyl-4-phenyl-4-silacyclohexyl)cyclohexane carbaldehyde.

出典