反応 #582502

反応方程式

1CW01

4-(Tetrahydro-pyran-2-yloxy)-benzaldehyde

NaOH

Cyclopentanone

benzaldehyde

→

solid

収率 74.0%

2,5-Bis-[4-(tetrahydro-pyran-2-yloxy)-benzylidene]-cyclopentanone

収率 74.0%

溶媒

water

ethanol

ethanol

反応条件

後処理

1. 1
   workup.ADDITIONThis was then added to the THP
2. 2
   workup.WAITthe mixture was left
3. 3
   workup.STIRRINGto stir at room temperature for approximately 16 hours
4. 4
   その他A solid precipitate was isolated by vacuum filtration
5. 5
   洗浄washed with water (2×50 ml)
6. 6
   その他This solid was recrystallised from ethanol

実験手順

Cyclopentanone (8.8 ml, 0.099 mol) was dissolved in ethanol (12 ml) and added to NaOH dissolved in water (25 ml) and ethanol (7 ml), and was left to stir for 25 min. This was then added to the THP protected benzaldehyde from 1CW01 (46.12 g, 0.22 mol), and the mixture was left to stir at room temperature for approximately 16 hours. A solid precipitate was isolated by vacuum filtration, washed with water (2×50 ml) and then ethanol (4×40 ml). This solid was recrystallised from ethanol to give a yellow solid (33.74 g, 74%).

出典