Trifluoroacetic acid → (2E)-3-[5-chloro-2-(difluoromethoxy)phenyl]prop-2-enoic acid

HRID 716635Notes

Reaction equation

HRID 716635 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:17][CH:18]([F:20])[F:19])=[C:6](/[CH:8]=[CH:9]/[C:10]([O:12]C(C)(C)C)=[O:11])[CH:7]=1.C(O)(C(F)(F)F)=O>C(Cl)Cl>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:17][CH:18]([F:19])[F:20])=[C:6](/[CH:8]=[CH:9]/[C:10]([OH:12])=[O:11])[CH:7]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 66743816HCID 66743816, compound

Product 1

HCID 5933260(2E)-3-[5-chloro-2-(difluoromethoxy)phenyl]prop-2-enoic acid

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of (E)-tert-butyl 3-(5-chloro-2-(difluoromethoxy)phenyl)acrylate (458 mg, 1.503 mmol) in DCM (4 mL) was added TFA (2.0 mL, 26.0 mmol). After 1 h, the solvent was removed to give Intermediate 15 as a white solid. MS (ESI) m/z: 249.0 (M+H)+.

Workup

  1. customthe solvent was removed

Sources & evidence

ORD record
ord-aae7d1874eb94448ba82b2536ec84c17
Source dataset
uspto-grants-2015_11
Patent number
US09192607B2

Reaction notes

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