Iodine chloride → 4-(4-Iodophenoxy)methoxybenzene

HRID 1243963

Reaction equation

HRID 1243963 reaction equation
[O:1]([CH2:8][O:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[I:16]Cl>C(O)(=O)C>[I:16][C:5]1[CH:4]=[CH:3][C:2]([O:1][CH2:8][O:9][C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=2)=[CH:7][CH:6]=1

Participants

4

Reactant 2

HCID 24640Iodine chlorideHCID 78183Diphenoxymethane

Product 1

HCID 179566064-(4-Iodophenoxy)methoxybenzeneYield 67%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

4-(Phenoxy)methoxybenzene (7.40 g, 36.9 mmol) was dissolved in acetic acid and treated with iodine monochloride (7.50 g, 46.2 mmol) at 50° C. for 4 hours. The mixture was then concentrated and the residue taken up in methylene chloride. The solution was washed with 10% sodium sulfite solution, dried with magnesium sulfate, filtered and concentrated to a yellow solid. This was triturated with hexane, collected and dried to give 8.06 g of the title compound as a pale pink solid. GS-MS (m/z, EI): 326 [M]+.

Workup

  1. concentrationThe mixture was then concentrated
  2. washThe solution was washed with 10% sodium sulfite solution
  3. dry with materialdried with magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated to a yellow solid
  6. customThis was triturated with hexane
  7. customcollected
  8. customdried

Sources & evidence

ORD record
ord-100881cfb0c94cac87842d0313bc71a6
Source dataset
uspto-grants-2006_10
Patent number
US07119201B2

Linked notes

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