Iodine chloride → 5-Iodo-2-isopropoxyphenyl acetate

HRID 1438095Notes

Reaction equation

HRID 1438095 reaction equation
[C:1]([O:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[O:11][CH:12]([CH3:14])[CH3:13])(=[O:3])[CH3:2].[I:15]Cl>C(Cl)Cl.CCOCC>[C:1]([O:4][C:5]1[CH:10]=[C:9]([I:15])[CH:8]=[CH:7][C:6]=1[O:11][CH:12]([CH3:14])[CH3:13])(=[O:3])[CH3:2]

Participants

5

Reactant 2

HCID 24640Iodine chlorideHCID 570736642-Isopropoxyphenyl acetate

Product 1

HCID 587891455-Iodo-2-isopropoxyphenyl acetate

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

To a solution of 2-isopropoxyphenyl acetate (10 mmol) in CH2Cl2 at 0° C., iodine monochloride (1.0 M in CH2Cl2, 11.0 mL) was added dropwise in 20 min. The mixture was stirred at 0° C. for 2.0 h, diluted with ether, washed with saturated Na2S2O3 and brine. The organic extract was dried over MgSO4 and evaporated to give 5-iodo-2-isopropoxyphenyl acetate as an oil.

Workup

  1. washwashed with saturated Na2S2O3 and brine
  2. extractionThe organic extract
  3. dry with materialwas dried over MgSO4
  4. customevaporated

Sources & evidence

ORD record
ord-bcd87e29c2af43c5bd06116d2c147a5a
Source dataset
uspto-grants-2009_11
Patent number
US07622585B2

Reaction notes

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