Sodium Cyanide → 3-Cyanopropyltrivinylsilane
Reaction equation
Cl[CH2:2][CH2:3][CH2:4][Si:5]([CH:10]=[CH2:11])([CH:8]=[CH2:9])[CH:6]=[CH2:7].[C-:12]#[N:13].[Na+]>CN(C)C=O>[C:12]([CH2:2][CH2:3][CH2:4][Si:5]([CH:10]=[CH2:11])([CH:8]=[CH2:9])[CH:6]=[CH2:7])#[N:13]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 70 °C
Procedure
Compound 3-chloropropyltrivinylsilane (1000 mg, 5.35 mmol) and sodium cyanide (525 mg, 10.70 mmol) were dissolved in 18 ml of dimethylformamide, and the mixture was heated at 70° C. for 4 hours. After the reaction, the organic layer was extracted after addition of distilled water and ether, and then purified by column chromatography (n-Hex:EA=10:1, Rf=0.42), to give 818 mg (86% yield) of pure 3-cyanopropyltrivinylsilane.
Workup
- customAfter the reaction
- extractionthe organic layer was extracted
- additionafter addition of distilled water and ether
- custompurified by column chromatography (n-Hex:EA=10:1, Rf=0.42)
Sources & evidence
- ORD record
- ord-6de4cb8820464af5bd48ac5f26ac22a1
- Source dataset
- uspto-grants-2012_06
- Patent number
- US08197903B2
Reaction notes
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