Trifluoroacetic acid → 4-(tetrahydrofuran-2-yl)benzoic acid

HRID 1501171Notes

Reaction equation

HRID 1501171 reaction equation
[O:1]1[CH2:5][CH2:4][CH2:3][CH:2]1[C:6]1[CH:18]=[CH:17][C:9]([C:10]([O:12]C(C)(C)C)=[O:11])=[CH:8][CH:7]=1.FC(F)(F)C(O)=O>ClCCl>[O:1]1[CH2:5][CH2:4][CH2:3][CH:2]1[C:6]1[CH:18]=[CH:17][C:9]([C:10]([OH:12])=[O:11])=[CH:8][CH:7]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 89580553HCID 89580553, compound

Product 1

HCID 822764934-(tetrahydrofuran-2-yl)benzoic acidYield 74%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of tert-butyl 4-(tetrahydrofuran-2-yl)benzoate (350 mg, 1.41 mmol) in dichloromethane (10 mL) was added 2,2,2-trifluoroacetic acid (2 mL). The resulting mixture was stirred at room temperature for 0.5 hours. The mixture was concentrated to give 4-(tetrahydrofuran-2-yl)benzoic acid (200 mg, 74%) as a white solid.

Workup

  1. concentrationThe mixture was concentrated

Sources & evidence

ORD record
ord-ae0e981c23ac413bbc517c30aa8bef53
Source dataset
uspto-grants-2015_12
Patent number
US09206128B2

Reaction notes

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