Trifluoroacetic acid → (4-tert-Butyl-3-chlorophenoxy)acetic acid

HRID 1350841

Reaction equation

HRID 1350841 reaction equation
[C:1]([C:5]1[CH:19]=[CH:18][C:8]([O:9][CH2:10][C:11]([O:13]C(C)(C)C)=[O:12])=[CH:7][C:6]=1[Cl:20])([CH3:4])([CH3:3])[CH3:2].FC(F)(F)C(O)=O>>[C:1]([C:5]1[CH:19]=[CH:18][C:8]([O:9][CH2:10][C:11]([OH:13])=[O:12])=[CH:7][C:6]=1[Cl:20])([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 58640413Tert-butyl (4-tert-butyl-3-chlorophenoxy)acetate

Product 1

HCID 21097497(4-tert-Butyl-3-chlorophenoxy)acetic acidYield 112.8%

Procedure

To a methylene chliride (3 ml) solution of tert-butyl (4-tert-butyl-3-chlorophenoxy)acetate (820 mg, 2.4 mmol) was added trifluoroacetic acid (TFA) (3 ml). The mixture was stirred for 5 hours at ambient temperature. The solvent was removed under reduced pressure to give a residue, which was applied to a recrystallization from hexane-methylene dichloride to furnish 657 mg (100% yield) of the title compound as a white solid.

Workup

  1. customThe solvent was removed under reduced pressure
  2. customto give a residue, which
  3. customwas applied to a recrystallization from hexane-methylene dichloride

Sources & evidence

ORD record
ord-2fb8e0484d1b439081c6ffb262d958b2
Source dataset
uspto-grants-2007_05
Patent number
US07214824B2

Linked notes

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