Heptanedinitrile → 2-Aminocyclohex-1-ene-1-carbonitrile
Reaction equation
[C:1]([CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][C:8]#[N:9])#[N:2].[H-].[Na+]>O>[NH2:2][C:1]1[CH2:3][CH2:4][CH2:5][CH2:6][C:7]=1[C:8]#[N:9]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
1,5-Dicyanopentane (Aldrich Chemicals) (25.0 g, 205 mmol), sodium hydride (60% oil dispersion; 8.2 g, 205 mmol) and T.H.F. (150 ml) were heated under reflux for 17 hours. After cooling, water (150 ml) was added and the upper organic layer removed, dried (Na2SO4) filtered and the solvent evaporated. Recrystallisation from hot toluene (80° C.) gave the product as beige crystals.
Workup
- temperature(150 ml) were heated
- temperatureunder reflux for 17 hours
- temperatureAfter cooling
- customthe upper organic layer removed
- dry with materialdried (Na2SO4)
- filtrationfiltered
- customthe solvent evaporated
- customRecrystallisation from hot toluene (80° C.)
Sources & evidence
- ORD record
- ord-c54ede75b2ad4a5c849208ca430985ff
- Source dataset
- uspto-grants-2000_10
- Patent number
- US06130228
Reaction notes
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