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

HRID 1019192Notes

Reaction equation

HRID 1019192 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 Na2S2O3. 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 Na2S2O3
  2. dry with materialThe ether layer is dried over Na2SO4
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-2f3a64a60356462a9692643ee03cbf07
Source dataset
uspto-grants-2002_11
Patent number
US06486194B2

Reaction notes

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