Trifluoroacetic acid → 2-Methyl-4-phenoxybenzoic acid

HRID 1501007Notes

Reaction equation

HRID 1501007 reaction equation
[CH3:1][C:2]1[CH:14]=[C:13]([O:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH:12]=[CH:11][C:3]=1[C:4]([O:6]C(C)(C)C)=[O:5].FC(F)(F)C(O)=O>ClCCl>[CH3:1][C:2]1[CH:14]=[C:13]([O:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH:12]=[CH:11][C:3]=1[C:4]([OH:6])=[O:5]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 89580837HCID 89580837, compound

Product 1

HCID 621356342-Methyl-4-phenoxybenzoic acidYield 84%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of tert-butyl 2-methyl-4-phenoxybenzoate (150 mg, 0.53 mmol) in dichloromethane (10 mL) was added 2,2,2-trifluoroacetic acid (2 mL). The mixture was stirred at room temperature for 0.5 hour, and then concentrated to give 2-methyl-4-phenoxybenzoic acid (100 mg, 84% yield) as a white solid.

Workup

  1. concentrationconcentrated

Sources & evidence

ORD record
ord-04a3dc0dbaba4c17b1c91c9bf1e296cf
Source dataset
uspto-grants-2015_12
Patent number
US09206128B2

Reaction notes

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