Trifluoroacetic acid → HCID 58541961, compound

HRID 1966772Notes

Reaction equation

HRID 1966772 reaction equation
[CH3:1][O:2][C:3](=[O:21])[C:4]1[CH:9]=[C:8]([F:10])[CH:7]=[CH:6][C:5]=1[C:11]([NH:13]C(OC(C)(C)C)=O)=[O:12].C(O)(C(F)(F)F)=O>C(Cl)Cl>[CH3:1][O:2][C:3](=[O:21])[C:4]1[C:5](=[CH:6][CH:7]=[C:8]([F:10])[CH:9]=1)[C:11]([NH2:13])=[O:12]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86660012HCID 86660012, compound

Product 1

HCID 58541961HCID 58541961, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 2-tert-butoxycarbonylaminocarbonyl-5-fluoro-benzoic acid methyl ester (4.5 g, 15.13 mmol) plus regioisomer in CH2Cl2 (25 mL) is added TFA (2.0 mL, 25.96 mmol). The reaction mixture is stirred at room temperature for 3 hours and concentrated under reduced pressure to afford 5-fluoro-phthalamic acid methyl ester plus regioisomer (2.24 g, 75%).

Workup

  1. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-3cad1dd2f0e1452ba199d58b5a07d64b
Source dataset
uspto-grants-2013_04
Patent number
US08420655B2

Reaction notes

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