HCID 16737644, compound → HCID 16737640, compound

HRID 1431897Notes

Reaction equation

HRID 1431897 reaction equation
[CH3:1][C:2]1O[C:4]([CH3:22])=[CH:5][C:6](=[C:8]([C:20]#[N:21])[C:9]([O:11][CH2:12][CH:13]([CH2:18][CH3:19])[CH2:14][CH2:15][CH2:16][CH3:17])=[O:10])[CH:7]=1>C(N)CCC>[CH2:20]([N:21]1[C:2]([CH3:1])=[CH:7][C:6](=[C:8]([C:20]#[N:21])[C:9]([O:11][CH2:12][CH:13]([CH2:18][CH3:19])[CH2:14][CH2:15][CH2:16][CH3:17])=[O:10])[CH:5]=[C:4]1[CH3:22])[CH2:8][CH2:6][CH3:5]

Participants

3

Reactant 1

HCID 16737644HCID 16737644, compound

Product 1

HCID 16737640HCID 16737640, compoundYield 128.3%

Reagents, catalysts & solvents 1

HCID 8007ButylamineSolvent

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.

Workup

  1. customRemoval of the excess of butylamine at reduced pressure
  2. waitleft a orange oil which
  3. customwas purified by FC (n-hexane/EtOAc 1:1)

Sources & evidence

ORD record
ord-541908538fa04b72b2a190e0f6e9245b
Source dataset
uspto-grants-2009_11
Patent number
US07611696B2

Reaction notes

Loading…