2-Hydroxy-1-(2-iodophenyl)ethanone → 1-[2-({4-[(E)-2-(4-fluorophenyl)vinyl]phenyl}sulfonyl)phenyl]-2-hydroxyethanone

HRID 2377006Notes

Reaction equation

HRID 2377006 reaction equation
[OH:1][CH2:2][C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1I)=[O:4].[F:12][C:13]1[CH:18]=[CH:17][C:16](/[CH:19]=[CH:20]/[C:21]2[CH:26]=[CH:25][C:24]([S:27]([O-:29])=[O:28])=[CH:23][CH:22]=2)=[CH:15][CH:14]=1.[Na+]>>[F:12][C:13]1[CH:14]=[CH:15][C:16](/[CH:19]=[CH:20]/[C:21]2[CH:26]=[CH:25][C:24]([S:27]([C:6]3[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=3[C:3](=[O:4])[CH2:2][OH:1])(=[O:29])=[O:28])=[CH:23][CH:22]=2)=[CH:17][CH:18]=1

Participants

3

Reactant 2

HCID 210994782-Hydroxy-1-(2-iodophenyl)ethanoneHCID 23712902sodium 4-[(E)-2-(4-fluorophenyl)vinyl]benzenesulfinate

Product 1

HCID 210993881-[2-({4-[(E)-2-(4-fluorophenyl)vinyl]phenyl}sulfonyl)phenyl]-2-hydroxyethanone

Procedure

The title compound was prepared from 2-hydroxy-1-(2-iodophenyl)ethanone (Step 1) and sodium 4-[(E)-2-(4-fluorophenyl)vinyl]benzenesulfinate according to the method of Example 135 Step 2. δH (500 MHz, d6 DMSO): 8.07 (1H, d, J=7.8 Hz), 7.88 (2H, d, J=8.4 Hz), 7.80 (2H, d, J=8.4 Hz), 7.76-7.66 (4H, m), 7.54 (1H, d, J=7.4 Hz), 7.45 (1H, d, J=16.4 Hz), 7.28 (1H, d, J=16.4 Hz), 7.23 (2H, t, J=8.7 Hz), 5.47 (1H, t, J=5.9 Hz), 4.54 (2H, d, J=5.9 Hz).

Sources & evidence

ORD record
ord-68254688e78a4041ac67f07305235a0c
Source dataset
uspto-grants-2008_12
Patent number
US07468393B2

Reaction notes

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