Chlorohydroxy benzophenone → 3-{4-[3-(2-Benzoyl-4-chloro-phenoxy)-5-methyl-phenoxy]-2-methyl-phenyl}-propionic acid

HRID 1822280Notes

Reaction equation

HRID 1822280 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]=[C:17]([CH3:19])[CH:16]=[C:15](Br)[CH:14]=2)=[CH:8][C:7]=1[CH3:21].[Cl:23][C:24]1[CH:25]=[CH:26][C:27]([OH:38])=[C:28]([C:30]([C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)=[O:31])[CH:29]=1>>[C:30]([C:28]1[CH:29]=[C:24]([Cl:23])[CH:25]=[CH:26][C:27]=1[O:38][C:15]1[CH:14]=[C:13]([CH:18]=[C:17]([CH3:19])[CH:16]=1)[O:12][C:9]1[CH:10]=[CH:11][C:6]([CH2:5][CH2:4][C:3]([OH:2])=[O:22])=[C:7]([CH3:21])[CH:8]=1)(=[O:31])[C:32]1[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=1

Participants

3

Reactant 2

HCID 6799Chlorohydroxy benzophenoneHCID 578942123-[4-(3-Bromo-5-methyl-phenoxy)-2-methyl-phenyl]-propionic acid methyl ester

Product 1

HCID 114775763-{4-[3-(2-Benzoyl-4-chloro-phenoxy)-5-methyl-phenoxy]-2-methyl-phenyl}-propionic acid

Procedure

The title compound is prepared by reacting the compound of 3-[4-(3-bromo-5-methyl-phenoxy)-2-methyl-phenyl]-propionic acid methyl ester with (5-chloro-2-hydroxy-phenyl)-phenyl-methanone as in Example 18 to afford 0.244 g (38%). 1H NMR (400 MHz, CDCl3); HRMS (ES+) m/z exact mass calculated for C30H25O5Cl 501.1469, found 501.1474.

Workup

  1. customto afford 0.244 g (38%)

Sources & evidence

ORD record
ord-12f5079042f54f2d8af845da03de3553
Source dataset
uspto-grants-2009_10
Patent number
US07608639B2

Reaction notes

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