Potassium Hydroxide → 3-(4',5'-Difluoro-2'-methoxy-biphenyl-4-yloxymethyl)-benzoic acid

HRID 1665236Notes

Reaction equation

HRID 1665236 reaction equation
C[O:2][C:3](=[O:28])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([CH2:10][O:11][C:12]2[CH:17]=[CH:16][C:15]([C:18]3[CH:23]=[C:22]([F:24])[C:21]([F:25])=[CH:20][C:19]=3[O:26][CH3:27])=[CH:14][CH:13]=2)[CH:5]=1.[OH-].[K+]>CO>[F:25][C:21]1[C:22]([F:24])=[CH:23][C:18]([C:15]2[CH:14]=[CH:13][C:12]([O:11][CH2:10][C:6]3[CH:5]=[C:4]([CH:9]=[CH:8][CH:7]=3)[C:3]([OH:28])=[O:2])=[CH:17][CH:16]=2)=[C:19]([O:26][CH3:27])[CH:20]=1

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 671503803-(4',5'-Difluoro-2'-methoxy-biphenyl-4-yloxymethyl)-benzoic acid methyl ester

Product 1

HCID 582711913-(4',5'-Difluoro-2'-methoxy-biphenyl-4-yloxymethyl)-benzoic acidYield 97.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

3-(4′,5′-Difluoro-2′-methoxy-biphenyl-4-yloxymethyl)-benzoic acid methyl ester (6.5 g, 16.92 mmol) and 2N KOH (33.84 mL, 67.68 mmol) in 100 mL MeOH were reacted as above to yield 6.1 g (97.4) of 3-(4′,5′-difluoro-2′-methoxy-biphenyl-4-yloxymethyl)-benzoic acid. LC-MS (ES) calculated for C21H16F2O4, 370.36; found m/z 369 [M−H]−.

Sources & evidence

ORD record
ord-0ff31f842969452c90f774a34b8b04af
Source dataset
uspto-grants-2011_10
Patent number
US08039495B2

Reaction notes

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