Dimethylformamide → HCID 13645768, compound
Reaction equation
[CH3:1][N:2]([CH:4]=O)[CH3:3].[C:6]1([CH:12]2[CH2:17][CH2:16][CH2:15][CH2:14][CH:13]2[C:18]#[N:19])[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.[CH2:20]1COC[CH2:21]1>>[CH3:1][N:2]([CH3:3])[CH2:4][CH2:20][CH2:21][C:13]1([C:18]#[N:19])[CH2:14][CH2:15][CH2:16][CH2:17][CH:12]1[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1Participants
4
Procedure
In a 500 ml flask was added 0.88 g of freshly washed (with hexane) KH (2.2 eq, 22 mmoles). To this was added 100 ml THF, 50 ml DMF, and 10 mmoles of 2-phenylcyclohexane carbonitrile and the contents were heated at reflux under N2 for 3 hours. After 3 hours, a solution of 1.5 eq of freshly distilled 3-N,N-dimethylaminopropyl chloride (9.83 g) dissolved in 25 ml THF was added dropwise and the reaction then heated at reflux overnight.
Workup
- additionIn a 500 ml flask was added 0.88 g