Reaction #47943

Reaction equation

2-(4-penten-1-yl)-4-(trifluoromethyl)pyrimidine

Water

→

title compound

4-[4-(trifluoromethyl)-2-pyrimidinyl]butanal

Solvents

THF H2O

Conditions

Workup

1. 1
   Extractionthe mixture extracted with DCM
2. 2
   WashThe organic phase was washed with brine
3. 3
   Dryingdried over Na2SO4
4. 4
   Filtrationfiltered
5. 5
   Otherevaporated in vacuo

Procedure

To a solution of 2-(4-penten-1-yl)-4-(trifluoromethyl)pyrimidine (P7, 143 mg) in THF/H2O 5/1 (6.5 mL) were added OsO4 (4% in water, 0.2 mL) and NaIO4 (424 mg). The solution was stirred at r.t. for 30 min. Water was then added and the mixture extracted with DCM. The organic phase was washed with brine, dried over Na2SO4, filtered and evaporated in vacuo to give 91 mg of the title compound as an oil, which was used in the subsequent step without further purification.

Source