反応 #76382

反応方程式

(4-pentyl-cyclohexyl)-methanol

(4-Pentyl-cyclohexyl)-methanol

potassium carbonate

sodium periodate

2-Propanol

→

4-pentyl-cyclohexanecarboxaldehyde

収率 83.0%

4-Pentyl-cyclohexanecarboxaldehyde

収率 83.0%

溶媒

chloroform water

ruthenium chloride

反応条件

後処理

1. 1
   workup.STIRRINGthe reaction mixture was stirred for another 30 min at 60 C
2. 2
   ろ過filtered through celite
3. 3
   抽出extracted with dichloromethane
4. 4
   乾燥dried over MgSO4
5. 5
   濃縮concentrated in vacuo
6. 6
   その他Purification by chromatography on silica gel (dichloromethane)

実験手順

To a slurry of (4-pentyl-cyclohexyl)-methanol (21) (1 equi.), benzyltriethylammonium chloride (0.05 equi.), potassium carbonate (0.15 equi.), and sodium periodate (1.5 equi.) in chloroform-water (1:1) (2 mL/mmole), ruthenium chloride (0.03 equi.) was added at room temperature. The reaction mixture was stirred at 60 C for 2 h. 2-Propanol (0.3 equi.) was added and the reaction mixture was stirred for another 30 min at 60 C, cooled to room temperature, filtered through celite, extracted with dichloromethane, dried over MgSO4, and concentrated in vacuo. Purification by chromatography on silica gel (dichloromethane) afforded 4-pentyl-cyclohexanecarboxaldehyde (22) as a colorless oil (83%).

出典