4-Chloro-2-phenoxyphenol → 3-{4-[3-(4-Chloro-2-phenoxy-phenoxy)-2-methyl-phenoxy]-2-methyl-phenyl}-propionic acid

HRID 1822320Notes

Reaction equation

HRID 1822320 reaction equation
C[O:2][C:3](=[O:22])[CH2:4][CH2:5][C:6]1[CH:11]=[CH:10][C:9]([O:12][C:13]2[CH:18]=[CH:17][CH:16]=[C:15](Br)[C:14]=2[CH3:20])=[CH:8][C:7]=1[CH3:21].[Cl:23][C:24]1[CH:29]=[CH:28][C:27]([OH:30])=[C:26]([O:31][C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[CH:25]=1>>[Cl:23][C:24]1[CH:29]=[CH:28][C:27]([O:30][C:15]2[C:14]([CH3:20])=[C:13]([CH:18]=[CH:17][CH:16]=2)[O:12][C:9]2[CH:10]=[CH:11][C:6]([CH2:5][CH2:4][C:3]([OH:2])=[O:22])=[C:7]([CH3:21])[CH:8]=2)=[C:26]([O:31][C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[CH:25]=1

Participants

3

Reactant 2

HCID 127742954-Chloro-2-phenoxyphenolHCID 578941383-[4-(3-Bromo-2-methyl-phenoxy)-2-methyl-phenyl]-propionic acid methyl ester

Product 1

HCID 578941573-{4-[3-(4-Chloro-2-phenoxy-phenoxy)-2-methyl-phenoxy]-2-methyl-phenyl}-propionic acidYield 9%

Procedure

3-[4-(3-bromo-2-methyl-phenoxy)-2-methyl-phenyl]-propionic acid methyl ester is reacted with 4-chloro-2-phenoxy-phenol as in Example 18 to afford 0.031 g (9%) of the title compound. 1H NMR (400 MHz, CDCl3); MS (ES+) m/z mass calculated for C29H25O5Cl 488, found 489 and 491 (M+1 and M+3, 100%).

Sources & evidence

ORD record
ord-d2bdfe71ff634116a14c8e67ff470314
Source dataset
uspto-grants-2009_10
Patent number
US07608639B2

Reaction notes

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