Reaction #1519079

Reaction equation

2-ethylhexyl (2,6-dimethyl-pyran-4-ylidene)cyanoacetate

→

2-ethylhexyl (1-N-butyl-2,6-dimethyl-1H-pyridin-4-ylidene)cyanoacetate

Yield 128.3%

Solvents

butylamine

Conditions

Workup

1. 1
   OtherRemoval of the excess of butylamine at reduced pressure
2. 2
   workup.WAITleft a orange oil which
3. 3
   Otherwas purified by FC (n-hexane/EtOAc 1:1)

Procedure

A solution of 0.30 g (1 mmol) of 2-ethylhexyl (2,6-dimethyl-pyran-4-ylidene)cyanoacetate (prepared as described in example 1) in 4 ml butylamine was refluxed at 80° C. for 1 h under nitrogen. Removal of the excess of butylamine at reduced pressure left a orange oil which was purified by FC (n-hexane/EtOAc 1:1) yielding 0.23 g (64%) of 2-ethylhexyl (1-N-butyl-2,6-dimethyl-1H-pyridin-4-ylidene)cyanoacetate as a slightly yellow solid.

Source