Trifluoroacetic acid → 4-(2,6-Difluorophenyl)-4-oxobutyric acid

HRID 450873

Reaction equation

HRID 450873 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[C:9](=[O:19])[CH2:10][CH2:11][C:12]([O:14]C(C)(C)C)=[O:13].FC(F)(F)C(O)=O>ClCCl>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[C:9](=[O:19])[CH2:10][CH2:11][C:12]([OH:14])=[O:13]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 21964547tert-Butyl 4-(2,6-difluorophenyl)-4-oxobutyrate

Product 1

HCID 219645164-(2,6-Difluorophenyl)-4-oxobutyric acid

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of tert-Butyl 4-(2,6-difluorophenyl)-4-oxobutyrate (Step A, 9.52 g, 35.2 mmol) in dichloromethane (30 ml) was treated with trifluoroacetic acid (20 ml). The mixture was stirred at ambient temperature for 3 hours and concentrated. The purification was done by flash chromatography on silica gel column (chloroform:methanol, 95:5 spiked with acetic acid) to provide the title compound as a white solid.

Workup

  1. concentrationconcentrated
  2. customThe purification

Sources & evidence

ORD record
ord-af97561198554520ad8bdb8f237e737a
Source dataset
uspto-grants-2013_07
Patent number
US08487000B2

Linked notes

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