Reaction #417919

Reaction equation

PCC

alcohol

3-(undec-4Z-enyloxy)benzyl alcohol

→

yellow oil

Yield 99.1%

3-(undec-4Z-enyloxy)benzaldehyde

Yield 99.1%

Solvents

DCM

Conditions

Workup

1. 1
   Dryingdried by coevaporation with toluene
2. 2
   TemperatureThe reaction is heated to the reflux point of the DCM for 1 hour
3. 3
   TemperatureAfter cooling
4. 4
   workup.ADDITIONthe reaction medium is diluted with ether
5. 5
   Filtrationfiltered through Florisil
6. 6
   ConcentrationAfter concentrating

Procedure

10 mL of anhydrous DCM and then 190 mg of PCC (881 μmol) are added under argon to 120 mg of alcohol 16 (434 μmol) dried by coevaporation with toluene. The reaction is heated to the reflux point of the DCM for 1 hour. After cooling, the reaction medium is diluted with ether and filtered through Florisil. After concentrating, 118 mg of a yellow oil are obtained, i.e. a yield of 99%.

Source