Sodium Iodide → HCID 12715979, compound

HRID 1981633Notes

Reaction equation

HRID 1981633 reaction equation
[I-:1].[Na+].[CH:3]1([C:9](Cl)=[O:10])[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]1>C(#N)C>[CH:3]1([C:9]([I:1])=[O:10])[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]1

Participants

4

Reactant 2

HCID 5238Sodium IodideHCID 75938Cyclohexanecarbonyl chloride

Product 1

HCID 12715979HCID 12715979, compoundYield 61.6%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
0 °C

Procedure

In 80 ml of acetonitrile is dissolved 6 g of sodium iodide and, then, 5 g of cyclohexanecarbonyl chloride is added dropwise to the solution under ice-cooling. This mixture is stirred at 0° C. for 30 minutes. Then, insoluble matters are removed by filtration and the filtrate is concentrated under reduced pressure. To the residue is added 20 ml of petroleum ether and insoluble matters are removed by filtration and the filtrate is subjected to distillation under reduced pressure to obtain 5.0 g of cyclohexanecarbonyl iodide. Yield: 61%. B.p. 75°-80° C./5 mmHg [b.p. 103°-105° C./11 mmHg according to "Bull. Chem. Soc. Japan" 34, 480 (1961)].

Workup

  1. temperaturecooling
  2. customThen, insoluble matters are removed by filtration
  3. concentrationthe filtrate is concentrated under reduced pressure
  4. additionTo the residue is added 20 ml of petroleum ether and insoluble matters
  5. customare removed by filtration
  6. distillationthe filtrate is subjected to distillation under reduced pressure

Sources & evidence

ORD record
ord-c096086307c64966857f53bf05c3712b
Source dataset
uspto-grants-1986_06
Patent number
US04593115

Reaction notes

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