Reaction #1519077

Reaction equation

malonodinitrile

acetic anhydride

2,6-diethyl-3,5-dipropyl-pyran-4-one

→

2-(2,6-diethyl-3,5-dimethylpyran-4-ylidene)malononitrile

Yield 47.0%

Solvents

water

Conditions

Workup

1. 1
   Extractionwas extracted twice with ether (50 ml)
2. 2
   WashThe combined organic phases were washed with water (2×50 ml) and with saturated NaCl-solution (1×30 ml)
3. 3
   DryingAfter drying (Na2SO4)
4. 4
   Otherthe solvent was evaporated (HV)
5. 5
   Otherthe crude product was purified via FC (n-hexane/EtOAC 7:3)

Procedure

To a solution of 0.33 g (5 mmol) of malonodinitrile in 2.4 ml (25 mmol) acetic anhydride 1.20 g (5 mmol) of 2,6-diethyl-3,5-dipropyl-pyran-4-one (prepared according to J. Chem. Soc (C), 1967, 828-830) was added. After addition of 150 ml of water the resulting solution was extracted twice with ether (50 ml). The combined organic phases were washed with water (2×50 ml) and with saturated NaCl-solution (1×30 ml). After drying (Na2SO4), the solvent was evaporated (HV) and the crude product was purified via FC (n-hexane/EtOAC 7:3) yielding 0.54 g (47%) of 2-(2,6-diethyl-3,5-dimethylpyran-4-ylidene)malononitrile as a brown solid.

Source