Sodium Cyanide → HCID 25180022, compound

HRID 254500Notes

Reaction equation

HRID 254500 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH3:9])=[C:4]([CH2:10]Cl)[C:3]=1[CH2:12][CH3:13].[C-:14]#[N:15].[Na+]>O1CCCC1.CN(C)C=O.C(OCC)(=O)C>[Br:1][C:2]1[C:3]([CH2:12][CH3:13])=[C:4]([CH2:10][C:14]#[N:15])[C:5]([CH2:8][CH3:9])=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 8929Sodium CyanideHCID 58951844HCID 58951844, compound

Product 1

HCID 25180022HCID 25180022, compound

Reagents, catalysts & solvents 2

HCID 8857Ethyl AcetateSolventHCID 21974620tetrahydrofuran N,N-dimethylformamideSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of 6.28 g (24 mmol) 1-bromo-3-chloromethyl-2,4-diethyl-benzene in 120 ml tetrahydrofurane/N,N-dimethylformamide 1:1 cooled to 0° C. were added 1.76 g (36 mmol) sodium cyanide. The mixture was warmed to 50° C. and stirred at this temperature over night. Then the reaction mixture was diluted with ethyl acetate and extracted several times with water. The organic phase was dried over Na2SO4, filtered and evaporated: 7.2 g (3-bromo-2,6-diethyl-phenyl)-acetonitrile that did not require further purification.

Workup

  1. extractionextracted several times with water
  2. dry with materialThe organic phase was dried over Na2SO4
  3. filtrationfiltered
  4. customevaporated
  5. custompurification

Sources & evidence

ORD record
ord-a0bfb75bf525401f9d6511c0d8173af1
Source dataset
uspto-grants-2011_01
Patent number
US07875645B2

Reaction notes

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