(E)-tert-butyl 2-fluoro-4-(3,3,3-trifluoroprop-1-enyl)benzoate → (E)-2-Fluoro-4-(3,3,3-trifluoroprop-1-enyl)benzoic acid

HRID 2102926Notes

Reaction equation

HRID 2102926 reaction equation
[F:1][C:2]1[CH:14]=[C:13](/[CH:15]=[CH:16]/[C:17]([F:20])([F:19])[F:18])[CH:12]=[CH:11][C:3]=1[C:4]([O:6]C(C)(C)C)=[O:5]>C(Cl)Cl.C(O)(C(F)(F)F)=O>[F:1][C:2]1[CH:14]=[C:13](/[CH:15]=[CH:16]/[C:17]([F:18])([F:19])[F:20])[CH:12]=[CH:11][C:3]=1[C:4]([OH:6])=[O:5]

Participants

4

Reactant 1

HCID 68704410(E)-tert-butyl 2-fluoro-4-(3,3,3-trifluoroprop-1-enyl)benzoate

Product 1

HCID 57804152(E)-2-Fluoro-4-(3,3,3-trifluoroprop-1-enyl)benzoic acid

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of (E)-tert-butyl 2-fluoro-4-(3,3,3-trifluoroprop-1-enyl)benzoate (500 mg, 0.002 mol) in CH2Cl2 (10 mL) and TFA (1.0 mL) was stirred at room temperature for 2 h. The solvent was removed under reduced pressure to give a white solid. LC-MS: 2.99 min, 233.2 (M−1).

Workup

  1. customThe solvent was removed under reduced pressure
  2. customto give a white solid
  3. custom2.99 min, 233.2 (M−1)

Sources & evidence

ORD record
ord-56bb8415c9034898b5e4c462fd618d98
Source dataset
uspto-grants-2009_08
Patent number
US07576099B2

Reaction notes

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