N-Iodosuccinimide → 3-(4-Chlorophenyl)-7-hydroxy-8-iodo-2-isopropyl-chromen-4-one

HRID 14496

Reaction equation

HRID 14496 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:17](=[O:18])[C:16]3[C:11](=[CH:12][C:13]([OH:19])=[CH:14][CH:15]=3)[O:10][C:9]=2[CH:20]([CH3:22])[CH3:21])=[CH:4][CH:3]=1.[I:23]N1C(=O)CCC1=O>ClCCl>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[C:17](=[O:18])[C:16]3[C:11](=[C:12]([I:23])[C:13]([OH:19])=[CH:14][CH:15]=3)[O:10][C:9]=2[CH:20]([CH3:22])[CH3:21])=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 120273N-IodosuccinimideHCID 162024513-(4-Chlorophenyl)-7-hydroxy-2-isopropyl-chromen-4-one

Product 1

HCID 597242463-(4-Chlorophenyl)-7-hydroxy-8-iodo-2-isopropyl-chromen-4-one

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

3-(4-Chlorophenyl)-7-hydroxy-2-isopropyl-chromen-4-one (2.3 g, 7.31 mmol) is suspended in dry dichloromethane (140 ml) at room temperature. N-iodosuccinimide (1.73 g, 7.67 mmol) is added, and the mixture is stirred vigorously at room temperature for 30 min. The mixture is diluted with dichloromethane (60 ml), washed with water (3×100 ml) and saturated brine (50 ml), dried (MgSO4) and filtered, and the filtrate is evaporated to give a pale pink solid.

Workup

  1. washwashed with water (3×100 ml) and saturated brine (50 ml)
  2. dry with materialdried (MgSO4)
  3. filtrationfiltered
  4. customthe filtrate is evaporated
  5. customto give a pale pink solid

Sources & evidence

ORD record
ord-d432949c0c7046e1843b5cf1467f7cf1
Source dataset
uspto-grants-2010_06
Patent number
US07732435B2

Linked notes

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