Trifluoroacetic acid → HCID 89581161, compound

HRID 1501088Notes

Reaction equation

HRID 1501088 reaction equation
[CH3:1][O:2][CH:3]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[C:4]1[CH:16]=[CH:15][C:7]([C:8]([O:10]C(C)(C)C)=[O:9])=[CH:6][CH:5]=1.FC(F)(F)C(O)=O>ClCCl>[CH3:1][O:2][CH:3]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[C:4]1[CH:16]=[CH:15][C:7]([C:8]([OH:10])=[O:9])=[CH:6][CH:5]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 89580785HCID 89580785, compound

Product 1

HCID 89581161HCID 89581161, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
20 °C

Procedure

A mixture of tert-butyl 4-(methoxy(phenyl)methyl)benzoate (200 mg, 0.67 mmol), 2,2,2-trifluoroacetic acid (1 mL) and dichloromethane (4 mL) were stirred at 20° C. for 4 hours. The mixture was concentrated to give a residue. The residue was purified by column chromatography (silica gel, petroleum ether/ethyl acetate=2:1) to give 4-(methoxy(phenyl)methyl)benzoic acid as a white solid (162 mg, 100%).

Workup

  1. concentrationThe mixture was concentrated
  2. customto give a residue
  3. customThe residue was purified by column chromatography (silica gel, petroleum ether/ethyl acetate=2:1)

Sources & evidence

ORD record
ord-7adf20efc8e04600a6d8c8c74061fa4b
Source dataset
uspto-grants-2015_12
Patent number
US09206128B2

Reaction notes

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