Potassium Cyanide → HCID 10036387, compound

HRID 2399466Notes

Reaction equation

HRID 2399466 reaction equation
[CH3:1][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[CH:4]=[O:5].[CH3:10][Si:11](C#N)([CH3:13])[CH3:12].[C-:16]#[N:17].[K+].C1OCCOCCOCCOCCOCCOC1>ClCCl.C(OCC)C>[CH3:10][Si:11]([CH3:13])([CH3:12])[O:5][CH:4]([C:3]1[CH:6]=[CH:7][CH:8]=[CH:9][C:2]=1[CH3:1])[C:16]#[N:17]

Participants

7

Reactant 4

HCID 9032Potassium CyanideHCID 107222-MethylbenzaldehydeHCID 2855718-Crown-6HCID 82115Trimethylsilyl cyanide

Product 1

HCID 10036387HCID 10036387, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 6344DichloromethaneSolvent

Procedure

To a solution of 1.00 g (8.33 mmol) of 2-methylbenzaldehyde dissolved in 20 mL of dichloromethane was added 1.33 mL (10.0 mmol) trimethylsilylcyanide, 1-2 mg of potassium cyanide, 1-2 mg of 18-crown-6, and the reaction mixture was stirred at room temperature for 3 hours. The reaction mixture was then diluted into diethyl ether, washed with 5% NaHCO3, brine, dried (MgSO4), filtered and evaporated. The residual oil was used directly in the next step.

Workup

  1. washwashed with 5% NaHCO3, brine
  2. dry with materialdried (MgSO4)
  3. filtrationfiltered
  4. customevaporated

Sources & evidence

ORD record
ord-a1445ffee045471997180321b5199393
Source dataset
uspto-grants-1995_09
Patent number
US05449682

Reaction notes

Loading…