Iodine → 3-iodo-4-(4-(methylthio)phenyl)-2-(5H)-furanone

HRID 357235Notes

Reaction equation

HRID 357235 reaction equation
[CH3:1][S:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH2:13][O:12][C:11](=[O:14])[CH:10]=2)=[CH:5][CH:4]=1.[I:15]I>N1C=CC=CC=1.CCOCC>[I:15][C:10]1[C:11](=[O:14])[O:12][CH2:13][C:9]=1[C:6]1[CH:7]=[CH:8][C:3]([S:2][CH3:1])=[CH:4][CH:5]=1

Participants

5

Reactant 2

HCID 807IodineHCID 121505894-(4-(methylthio)phenyl)-2-(5H)-furanone

Product 1

HCID 121505903-iodo-4-(4-(methylthio)phenyl)-2-(5H)-furanone

Reagents, catalysts & solvents 2

HCID 1049PyridineSolventHCID 3283Diethyl EtherSolvent

Procedure

To a solution of 3 g of the product of Step 2 in 30 ml of pyridine is added 8.7 g of I2. The mixture is stirred for 24 h and then diluted with 200 ml of ether, washed with 100 ml of 5N HCl and 50 ml of 5N Na2 S2O3. The ether layer is dried over Na2SO4 and concentrated to give the title compound.

Workup

  1. washwashed with 100 ml of 5N HCl and 50 ml of 5N Na2 S2O3
  2. dry with materialThe ether layer is dried over Na2SO4
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-e0df277533b74db39ab0fb21dc15c31b
Source dataset
uspto-grants-1998_11
Patent number
US05840746

Reaction notes

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