1-(4'-Methoxy(1,1'-biphenyl)-4-yl)ethanone → 4'-Methoxy(1,1'-biphenyl)-4-carboxylic acid

HRID 1196438

Reaction equation

HRID 1196438 reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:15]=[CH:14][C:13]([O:16][CH3:17])=[CH:12][CH:11]=2)=[CH:6][CH:5]=1)(=[O:3])C.Br[O-:19].[Na+]>O1CCOCC1>[CH3:17][O:16][C:13]1[CH:14]=[CH:15][C:10]([C:7]2[CH:8]=[CH:9][C:4]([C:1]([OH:3])=[O:19])=[CH:5][CH:6]=2)=[CH:11][CH:12]=1

Participants

4

Reactant 2

HCID 3015571-(4'-Methoxy(1,1'-biphenyl)-4-yl)ethanoneHCID 23673712Sodium hypobromite

Product 1

HCID 27595524'-Methoxy(1,1'-biphenyl)-4-carboxylic acidYield 90%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A solution of 18 g of 4-acetyl-4'-methoxybiphenyl in 285 ml of dioxane was oxidized with a dilute sodium hypobromite. Recrystallization from ethanol and acetic acid gave 4'-methoxybiphenyl-4-carboxylic acid melting at 285° C.

Workup

  1. customRecrystallization from ethanol and acetic acid

Sources & evidence

ORD record
ord-815353fc731c4aa0a12ab6f1fe7a78a7
Source dataset
uspto-grants-1992_05
Patent number
US05114613

Linked notes

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