Potassium Iodide → HCID 17884081, compound

HRID 2107613Notes

Reaction equation

HRID 2107613 reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([N:11]2[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]2)=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].[CH2:17](Cl)[CH2:18][C:19]([CH3:22])([CH3:21])[CH3:20].C(=O)([O-])[O-].[K+].[K+].[I-].[K+].[OH-].[Na+]>ClCCl>[C:1]([C:5]1[CH:6]=[CH:7][C:8]([N:11]2[CH2:16][CH2:15][N:14]([CH2:17][CH2:18][C:19]([CH3:22])([CH3:21])[CH3:20])[CH2:13][CH2:12]2)=[CH:9][CH:10]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

7

Reactant 5

HCID 4875Potassium IodideHCID 11430Potassium CarbonateHCID 14798Sodium HydroxideHCID 761111-Chloro-3,3-dimethylbutaneHCID 7817221-(4-tert-Butylphenyl)piperazine

Product 1

HCID 17884081HCID 17884081, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

5 g (22.9 millimoles) of N-(4-tert-butylphenyl)-piperazine, 8.3 g (68.7 millimoles) of neohexyl chloride, 3.2 g (22.9 millimoles) of potassium carbonate and 3.8 g (22.9 millimoles) of potassium iodide are stirred for 16 hours at 140° C. The mixture is taken up in dichloromethane and dilute sodium hydroxide solution. The organic phase is washed, dried over sodium sulfate and evaporated down under reduced pressure, and the residue is chromatographed over silica gel using 1:1 methyl tert-butyl ether/hexane to give 1.5 g (22% of theory) of a colourless oil (for IR data, see Table 1a).

Workup

  1. washThe organic phase is washed
  2. dry with materialdried over sodium sulfate
  3. customevaporated down under reduced pressure
  4. customthe residue is chromatographed over silica gel using 1:1 methyl tert-butyl ether/hexane
  5. customto give 1.5 g (22% of theory) of a colourless oil (for IR data, see Table 1a)

Sources & evidence

ORD record
ord-ef05bbb7f2d84e48a14e181557c47583
Source dataset
uspto-grants-1990_06
Patent number
US04935426

Reaction notes

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