Trifluoroacetic acid → 2-(2-Bromo-4-chlorophenoxy)acetic acid

HRID 2390107Notes

Reaction equation

HRID 2390107 reaction equation
C([O:5][C:6](=[O:17])[CH2:7][O:8][C:9]1[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][C:10]=1[Br:16])(C)(C)C.FC(F)(F)C(O)=O>C(Cl)Cl>[Br:16][C:10]1[CH:11]=[C:12]([Cl:15])[CH:13]=[CH:14][C:9]=1[O:8][CH2:7][C:6]([OH:17])=[O:5]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 49766393tert-Butyl (2-bromo-4-chlorophenoxy)acetate

Product 1

HCID 7303022-(2-Bromo-4-chlorophenoxy)acetic acidYield 99.9%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A cooled (0° C.) solution of tert-butyl(2-bromo-4-chlorophenoxy)acetate (1.00 g; 3.11 mmol) in DCM (22 mL) was treated with trifluoroacetic acid (2.38 mL; 31.1 mmol). The reaction mixture was stirred at room temperature for 5 hours, the solvents were removed under vacuum to give the title compound (825 mg, quant.).

Workup

  1. customthe solvents were removed under vacuum

Sources & evidence

ORD record
ord-b041b973705d4ae0b92a32e953777cbd
Source dataset
uspto-grants-2012_09
Patent number
US08273769B2

Reaction notes

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