Potassium Cyanide → hexahydro-1H-pyrrolizine-7a-carbonitrile
Reaction equation
[C-:1]#[N:2].[K+].[N+:4]12[CH2:11][CH2:10][CH2:9][C:8]=1[CH2:7][CH2:6][CH2:5]2>O>[C:1]([C:8]12[CH2:9][CH2:10][CH2:11][N:4]1[CH2:5][CH2:6][CH2:7]2)#[N:2]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 20 °C
Procedure
To a solution of potassium cyanide (0.191 g, 2.86 mmol) in 1.0 ml of water was added over 20 minutes 0.284 g (1.35 mmol) of 1-azoniabicyclo[3.3.0]oct-1(5)-ene (Example 3). The mixture was stirred at 20° C. for 1 hour. To the reaction mixture was added 2 ml of water and extracted with methylene chloride (3×10 ml). The combined organic layers were dried over anhydrous sodium sulfate and the solvent was distilled out in vacuo to afford 171 mg (Yield: 93.3%) of the desired compound.
Workup
- extractionextracted with methylene chloride (3×10 ml)
- dry with materialThe combined organic layers were dried over anhydrous sodium sulfate
- distillationthe solvent was distilled out in vacuo
Sources & evidence
- ORD record
- ord-111619a496a9426fa31bffeaf9229056
- Source dataset
- uspto-grants-1992_05
- Patent number
- US05110945
Reaction notes
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