Sodium Iodide → HCID 21563604, compound

HRID 1580637Notes

Reaction equation

HRID 1580637 reaction equation
[CH2:1]1[O:18][C:17]2[CH:16]=[CH:15][C:5]([O:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13]Br)=[CH:4][C:3]=2[O:2]1.[I-:19].[Na+]>CC(C)=O>[CH2:1]1[O:18][C:17]2[CH:16]=[CH:15][C:5]([O:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][I:19])=[CH:4][C:3]=2[O:2]1

Participants

4

Reactant 2

HCID 5238Sodium IodideHCID 21563598HCID 21563598, compound

Product 1

HCID 21563604HCID 21563604, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of 43.5 g. of 7-(3,4-methylenedioxyphenoxy)heptyl bromide, 20.7 g. of sodium iodide and 300 ml. of acetone was heated at reflux for 2 hours. The reaction mixture was filtered, the filtrate evaporated in vacuo, and the residue partitioned between water and methylene dichloride. The methylene dichloride layer was separated, washed with water, dried over anhydrous magnesium sulfate and concentrated. The residue comprising 7-(3,4-methylenedioxyphenoxy)heptyl iodide was used without further purification in the following reaction.

Workup

  1. additionA mixture of 43.5 g
  2. temperatureat reflux for 2 hours
  3. filtrationThe reaction mixture was filtered
  4. customthe filtrate evaporated in vacuo
  5. customthe residue partitioned between water and methylene dichloride
  6. customThe methylene dichloride layer was separated
  7. washwashed with water
  8. dry with materialdried over anhydrous magnesium sulfate
  9. concentrationconcentrated
  10. customwas used without further purification in the following reaction

Sources & evidence

ORD record
ord-16c43dca8b964864bef2e0b1bc30e74a
Source dataset
uspto-grants-1976_01
Patent number
US03933837

Reaction notes

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