Tert-butyl 2-(4-morpholinoanilino)-4-phenylbenzoate → 2-(4-Morpholinoanilino)-4-phenylbenzoic acid

HRID 2191754Notes

Reaction equation

HRID 2191754 reaction equation
[O:1]1[CH2:6][CH2:5][N:4]([C:7]2[CH:32]=[CH:31][C:10]([NH:11][C:12]3[CH:24]=[C:23]([C:25]4[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=4)[CH:22]=[CH:21][C:13]=3[C:14]([O:16]C(C)(C)C)=[O:15])=[CH:9][CH:8]=2)[CH2:3][CH2:2]1>FC(F)(F)C(O)=O>[O:1]1[CH2:6][CH2:5][N:4]([C:7]2[CH:8]=[CH:9][C:10]([NH:11][C:12]3[CH:24]=[C:23]([C:25]4[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=4)[CH:22]=[CH:21][C:13]=3[C:14]([OH:16])=[O:15])=[CH:31][CH:32]=2)[CH2:3][CH2:2]1

Participants

3

Reactant 1

HCID 68960015Tert-butyl 2-(4-morpholinoanilino)-4-phenylbenzoate

Product 1

HCID 576679642-(4-Morpholinoanilino)-4-phenylbenzoic acid

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

Trifluoroacetic acid 10 mL was added to the obtained tert-butyl 2-(4-morpholinoanilino)-4-phenylbenzoate, and it was stirred at room temperature for 2 hours. The solvent was removed under reduced pressure, the obtained residue was refined by reversed-phase silica gel column chromatography [eluent; 50-80% acetonitrile/0.1% trifluoroacetic acid aqueous solution] to give 2-(4-morpholinoanilino)-4-phenylbenzoic acid 31 mg of a yellow solid.

Workup

  1. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-9168ae154d1d4d34b8129b5668b7b99d
Source dataset
uspto-grants-2012_12
Patent number
US08327467B2

Reaction notes

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