Potassium Cyanide → HCID 23321853, compound

HRID 280220Notes

Reaction equation

HRID 280220 reaction equation
[C-:1]#[N:2].[K+].C1OCCOC2C(=CC=CC=2)OCCOCCOC2C(=CC=CC=2)OC1.Cl[CH2:31][C:32]1[CH:48]=[CH:47][C:35]([CH2:36][CH2:37][C:38]2[N:43]3[CH:44]=[N:45][CH:46]=[C:42]3[CH:41]=[CH:40][CH:39]=2)=[CH:34][CH:33]=1>C(#N)C>[C:1]([CH2:31][C:32]1[CH:48]=[CH:47][C:35]([CH2:36][CH2:37][C:38]2[N:43]3[CH:44]=[N:45][CH:46]=[C:42]3[CH:41]=[CH:40][CH:39]=2)=[CH:34][CH:33]=1)#[N:2]

Participants

5

Reactant 3

HCID 9032Potassium CyanideHCID 26541Dibenzo-18-crown-6HCID 23321854HCID 23321854, compound

Product 1

HCID 23321853HCID 23321853, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Potassium cyanide (11.18 g) and dibenzo-18-crown-6(1.0 g) are added to a solution of 5-[p-(chloromethyl)phenethyl]imidazo[1,5-a]pyridine (9.5 g) in 300 ml of dry acetonitrile under nitrogen. The mixture is refluxed for 24 hours, the solvent is evaporated and the residue partitioned between methylene chloride and water. The organic phase is separated, dried and evaporated to yield 5-[p-(cyanomethyl)phenethyl]imidazo[1,5-a]pyridine.

Workup

  1. temperatureThe mixture is refluxed for 24 hours
  2. customthe solvent is evaporated
  3. customthe residue partitioned between methylene chloride and water
  4. customThe organic phase is separated
  5. customdried
  6. customevaporated

Sources & evidence

ORD record
ord-4d84c37d5b2d4f6186c488728f8c1b66
Source dataset
uspto-grants-1986_05
Patent number
US04588732

Reaction notes

Loading…