Sodium Cyanide → 1,3-Dioxolane-2-propiononitrile
Reaction equation
[C-:1]#[N:2].[Na+].[O:4]1[CH2:8][CH2:7][O:6][CH:5]1[CH2:9][CH2:10]Br>[Cl-].C([N+](C)(C)C)C1C=CC=CC=1.O>[O:4]1[CH2:8][CH2:7][O:6][CH:5]1[CH2:9][CH2:10][C:1]#[N:2]Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Conditions
- Temperature
- 90 °C
Procedure
58.8 g (1.2 mol) of sodium cyanide and 22.28 g (0.12 mol) of benzyltrimethylammonium chloride are dissolved in 360 ml of water. Thereafter 181.03 g (1.0 mol) of 2-[1,3]-dioxolan-2-yl-1-bromoethane are added dropwise and the reaction mixture is heated at 90° C. After six hours it is cooled, diluted with 400 ml of water and subjected to extraction with ether. Drying over magnesium sulfate and evaporation of the solvent give 111.85 g of 3-[1,3]-dioxolan-2-yl-propionitrile as a reddish oil which is used without further purification in the next stage of the reaction.
Workup
- temperatureAfter six hours it is cooled
- extractionsubjected to extraction with ether
- dry with materialDrying over magnesium sulfate and evaporation of the solvent
Sources & evidence
- ORD record
- ord-e1d3aa0517f5404f8dd4706a29e9dbb7
- Source dataset
- uspto-grants-2009_05
- Patent number
- US07538104B2
Reaction notes
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