반응 #582502

반응 방정식

1CW01

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

NaOH

Cyclopentanone

benzaldehyde

→

solid

수율 74.0%

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

수율 74.0%

용매

water

ethanol

ethanol

반응 조건

후처리

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
   기타A solid precipitate was isolated by vacuum filtration
5. 5
   세척washed with water (2×50 ml)
6. 6
   기타This solid was recrystallised from ethanol

실험 절차

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%).

출처