4-(4-Phenylbutoxy)-2-fluorostyrene → 3'-[(E)-2-[4-(4-Phenylbutoxy)-2-fluorophenyl]ethen-1-yl]-2'-hydroxyacetophenone

HRID 1603938Notes

Reaction equation

HRID 1603938 reaction equation
[C:1]1([CH2:7][CH2:8][CH2:9][CH2:10][O:11][C:12]2[CH:19]=[CH:18][C:15]([CH:16]=[CH2:17])=[C:14]([F:20])[CH:13]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[OH:21][C:22]1[C:27](I)=[CH:26][CH:25]=[CH:24][C:23]=1[C:29](=[O:31])[CH3:30]>>[C:1]1([CH2:7][CH2:8][CH2:9][CH2:10][O:11][C:12]2[CH:19]=[CH:18][C:15](/[CH:16]=[CH:17]/[C:27]3[C:22]([OH:21])=[C:23]([C:29](=[O:31])[CH3:30])[CH:24]=[CH:25][CH:26]=3)=[C:14]([F:20])[CH:13]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

3

Reactant 2

HCID 196062964-(4-Phenylbutoxy)-2-fluorostyreneHCID 196063101-(2-Hydroxy-3-iodophenyl)ethan-1-one

Product 1

HCID 196063703'-[(E)-2-[4-(4-Phenylbutoxy)-2-fluorophenyl]ethen-1-yl]-2'-hydroxyacetophenoneYield 67%

Procedure

Following the process described in example 20 (point D), starting from 4-(4-phenylbutoxy)-2-fluorostyrene and 2'-hydroxy-3'-iodoacetophenone, the title compound was prepared, which was purified by flash chromatography through a column, eluting with petroleum ether:ethyl acetate, 95:5 (67% yield).

Workup

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

Sources & evidence

ORD record
ord-c13965d2b6a544c38c7e384d32dba8e4
Source dataset
uspto-grants-1999_11
Patent number
US05990142

Reaction notes

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