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

HRID 1107883Notes

Reaction equation

HRID 1107883 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 mlL of Et2O, washed with 100 mL of 5N HCl and 50 mL of 5N Na2S2O3. The Et2O 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 Et2O layer is dried over Na2SO4
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-64153f869c794bd08721e9476028d6f3
Source dataset
uspto-grants-2000_05
Patent number
US06063811

Reaction notes

Loading…