1-(2-Hydroxy-3-iodophenyl)ethan-1-one → 3'-[(E)-2-[4-[4-(4-Fluorophenyl)butoxy]phenyl]ethen-1-yl]-2'-hydroxyacetophenone

HRID 1603933Notes

Reaction equation

HRID 1603933 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][CH2:10][CH2:11][O:12][C:13]2[CH:20]=[CH:19][C:16]([CH:17]=[CH2:18])=[CH:15][CH:14]=2)=[CH:4][CH:3]=1.[OH:21][C:22]1[C:27](I)=[CH:26][CH:25]=[CH:24][C:23]=1[C:29](=[O:31])[CH3:30]>>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][CH2:9][CH2:10][CH2:11][O:12][C:13]2[CH:14]=[CH:15][C:16](/[CH:17]=[CH:18]/[C:27]3[C:22]([OH:21])=[C:23]([C:29](=[O:31])[CH3:30])[CH:24]=[CH:25][CH:26]=3)=[CH:19][CH:20]=2)=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 196063101-(2-Hydroxy-3-iodophenyl)ethan-1-oneHCID 196063474-[4-(4-Fluorophenyl)butoxy]-styrene

Product 1

HCID 196063273'-[(E)-2-[4-[4-(4-Fluorophenyl)butoxy]phenyl]ethen-1-yl]-2'-hydroxyacetophenoneYield 70%

Procedure

Following the process described in example 20 (point D), starting from 4-[4-(4-fluorophenyl)butoxy]-styrene and 2'-hydroxy-3'-iodoacetophenone, the title compound was prepared, which was purified by chromatography through a silica gel column, eluting with petroleum ether:ethyl ether, 95:5 (70% yield).

Workup

  1. customwhich was purified by chromatography through a silica gel column
  2. washeluting with petroleum ether

Sources & evidence

ORD record
ord-d15d39d0e76d4624a4cc4bebcbfcb452
Source dataset
uspto-grants-1999_11
Patent number
US05990142

Reaction notes

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