Sodium Iodide → HCID 54218747, compound

HRID 1756761Notes

Reaction equation

HRID 1756761 reaction equation
CS(O[CH2:6][CH:7]([C:13]1[CH:18]=[CH:17][CH:16]=[C:15]2[O:19][CH2:20][O:21][C:14]=12)[CH2:8][CH2:9][CH2:10][CH2:11][CH3:12])(=O)=O.[I-:22].[Na+]>C(C(C)=O)C>[CH2:20]1[O:19][C:15]2[C:14](=[C:13]([CH:7]([CH2:8][CH2:9][CH2:10][CH2:11][CH3:12])[CH2:6][I:22])[CH:18]=[CH:17][CH:16]=2)[O:21]1

Participants

4

Reactant 2

HCID 5238Sodium IodideHCID 54536594HCID 54536594, compound

Product 1

HCID 54218747HCID 54218747, compoundYield 86.6%

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

Thus obtained 8.76 g (27.9 mmol) of 2-(2, 3-methylenedioxyphenyl)heptyl methanesulfonate was dissolved in 70 ml of methyl ethyl ketone, and the solution was mixed with 6.6 g of sodium iodide. The resultant mixture was refluxed under heating for 10 hours. After cooling, the precipitated salt was filtered off, and the filtrate was concentrated in vacuo. The residue was chromatographed on a silica gel column (eluent; ethyl acetate/hexane=1/20) to give 8.36 g of 2-(2, 3-methylenedioxyphenyl)heptyl iodide as an oil.

Workup

  1. temperatureunder heating for 10 hours
  2. temperatureAfter cooling
  3. filtrationthe precipitated salt was filtered off
  4. concentrationthe filtrate was concentrated in vacuo
  5. customThe residue was chromatographed on a silica gel column (eluent; ethyl acetate/hexane=1/20)

Sources & evidence

ORD record
ord-5a91629b24c54786824404831deaaa5b
Source dataset
uspto-grants-1995_08
Patent number
US05442060

Reaction notes

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