Reaction equation
[C:1]1(=[O:8])[CH2:7][CH2:6][CH2:5][CH2:4][CH:3]=[CH:2]1.[C-:9]#[N:10].C([Al+]CC)C.Cl>C1(C)C=CC=CC=1>[O:8]=[C:1]1[CH2:7][CH2:6][CH2:5][CH2:4][CH:3]([C:9]#[N:10])[CH2:2]1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
To 100 mL of toluene add 2-cyclohepten-1-one (11.0 g, 0.1 mol) and 200 mL (1M solution in toluene, 0.2 mol) of diethylaluminum cyanide. Monitor the reaction by thin-layer chromatography. Upon completion add 1M aqueous HCl until gas evolution ceases. Extract twice with 100 mL of ether. Dry the organic phase with Na2SO4. Filter off the drying agent and evaporate the solvent in vacuo to obtain the title compound.
Workup
- customMonitor the reaction by thin-layer chromatography
- extractionExtract twice with 100 mL of ether
- dry with materialDry the organic phase with Na2SO4
- filtrationFilter off the drying agent
- customevaporate the solvent in vacuo
Sources & evidence
- ORD record
- ord-e95315393a654245bf2d5423cbf03910
- Source dataset
- uspto-grants-1989_07
- Patent number
- US04851526
Linked notes
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