Reacción #582502

Ecuación de reacción

1CW01

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

NaOH

Cyclopentanone

benzaldehyde

→

solid

Rendimiento 74.0%

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

Rendimiento 74.0%

Disolventes

water

ethanol

ethanol

Condiciones de reacción

Tratamiento posterior

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
   OtroA solid precipitate was isolated by vacuum filtration
5. 5
   Lavadowashed with water (2×50 ml)
6. 6
   OtroThis solid was recrystallised from ethanol

Procedimiento

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%).

Fuente