Sodium Iodide → HCID 19883658, compound

HRID 846715Notes

Reaction equation

HRID 846715 reaction equation
[Cl:1][C:2]1[CH:23]=[CH:22][C:5]([C:6]([C:8]2[CH:13]=[CH:12][C:11]([CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20]Cl)=[CH:10][CH:9]=2)=[O:7])=[CH:4][CH:3]=1.[I-:24].[Na+]>CC(CC)=O>[Cl:1][C:2]1[CH:23]=[CH:22][C:5]([C:6]([C:8]2[CH:13]=[CH:12][C:11]([CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][I:24])=[CH:10][CH:9]=2)=[O:7])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 5238Sodium IodideHCID 19883675HCID 19883675, compound

Product 1

HCID 19883658HCID 19883658, compoundYield 90.1%

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

1.32 g of 4-chloro-4'-(7-chloroheptyl)benzophenone and 0.85 g of sodium iodide were heated under reflux in 20 ml of ethyl methyl ketone. After 24 hours the reaction mixture was evaporated. The residue was suspended in 50 ml of water, whereupon the suspension was extracted three times with 50 ml of ethyl acetate each time, the combined organic phases were washed with 50 ml of a saturated sodium chloride solution, dried over magnesium sulphate and evaporated. There were obtained 1.5 g (90%) of crude 4-chloro-4'-(7-iodoheptyl)benzophenone as a yellowish oil which was used in the next step without further purification.

Workup

  1. customAfter 24 hours the reaction mixture was evaporated
  2. extractionwas extracted three times with 50 ml of ethyl acetate each time
  3. washthe combined organic phases were washed with 50 ml of a saturated sodium chloride solution
  4. dry with materialdried over magnesium sulphate
  5. customevaporated

Sources & evidence

ORD record
ord-78632bfc463a497aa2a22825ebdedb48
Source dataset
uspto-grants-1992_08
Patent number
US05137920

Reaction notes

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