Potassium Iodide → HCID 87358048, compound

HRID 926926Notes

Reaction equation

HRID 926926 reaction equation
Br[CH2:2][C:3]1[CH:8]=[CH:7][C:6]([I:9])=[C:5]([C:10]([O:19][CH2:20][O:21][CH3:22])([C:15]([F:18])([F:17])[F:16])[C:11]([F:14])([F:13])[F:12])[CH:4]=1.C(=O)([O-])[O-].[K+].[K+].[I-].[K+].[CH2:31]([NH:34][CH2:35][CH:36]=[CH2:37])[CH:32]=[CH2:33]>C(#N)C>[CH2:31]([N:34]([CH2:2][C:3]1[CH:8]=[CH:7][C:6]([I:9])=[C:5]([C:10]([O:19][CH2:20][O:21][CH3:22])([C:15]([F:18])([F:17])[F:16])[C:11]([F:14])([F:13])[F:12])[CH:4]=1)[CH2:35][CH:36]=[CH2:37])[CH:32]=[CH2:33]

Participants

6

Reactant 4

HCID 4875Potassium IodideHCID 11430Potassium CarbonateHCID 31279DiallylamineHCID 87358217HCID 87358217, compound

Product 1

HCID 87358048HCID 87358048, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
80 °C

Procedure

Compound 5 (1.07 g, 2.11 mmol) was dissolved in anhydrous acetonitrile (20 mL) under nitrogen atmosphere. Potassium carbonate (583 mg, 4.22 mmol), potassium iodide (350 mg, 2.11 mmol) and diallylamine (2.6 mL, 21.1 mmol) were added and the reaction mixture heated at 80° C. overnight. After cooling to room temperature, the salts were filtered and the filtrate ware evaporated under reduced pressure. The residue was purified over silica gel using heptane/acetone (9/1) as eluant to give 936 mg (1.79 mmol, 85% yield) of a yellowish oil.

Workup

  1. temperatureAfter cooling to room temperature
  2. filtrationthe salts were filtered
  3. customthe filtrate ware evaporated under reduced pressure
  4. customThe residue was purified over silica gel

Sources & evidence

ORD record
ord-f1c8a83d84ae4dfbb07fd1b39f0680d3
Source dataset
uspto-grants-2016_03
Patent number
US09290421B2

Reaction notes

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