Sodium Iodide → HCID 9999073, compound

HRID 892842Notes

Reaction equation

HRID 892842 reaction equation
CS(O[CH2:6][CH:7]1[O:12][C:11]2[CH:13]=[C:14]([O:17][C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[CH:15]=[CH:16][C:10]=2[O:9][CH2:8]1)(=O)=O.[I-:24].[Na+]>C(C(C)=O)C.C(OCC)(=O)C>[I:24][CH2:6][CH:7]1[O:12][C:11]2[CH:13]=[C:14]([O:17][C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[CH:15]=[CH:16][C:10]=2[O:9][CH2:8]1

Participants

5

Reactant 2

HCID 5238Sodium IodideHCID 10042628HCID 10042628, compound

Product 1

HCID 9999073HCID 9999073, compound

Reagents, catalysts & solvents 2

HCID 6569Methyl Ethyl KetoneSolventHCID 8857Ethyl AcetateSolvent

Procedure

2-Methanesulfonyloxymethyl-7-phenoxy-1,4-benzodioxane (1.85 g, 5.5 mmol) and sodium iodide (1.54 g, 11.0 mmol) are taken up in methyl ethyl ketone (60 mL) and heated at reflux for 3 hours. The mixture is cooled, diluted with ethyl acetate, washed with aqueous sodium bicarbonate, dried over magnesium sulfate and evaporated to give 2-iodomethyl-7-phenoxy-1,4-benzodioxane as a tan solid. This is used without further purification.

Workup

  1. temperatureheated
  2. temperatureat reflux for 3 hours
  3. temperatureThe mixture is cooled
  4. washwashed with aqueous sodium bicarbonate
  5. dry with materialdried over magnesium sulfate
  6. customevaporated

Sources & evidence

ORD record
ord-5e011c08835541709630206838ac3f12
Source dataset
uspto-grants-1992_06
Patent number
US05120758

Reaction notes

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