Sodium Hydroxide → 2-{4-[3-(3,4-Dichlorophenyl)propyl]phenylamino}-benzoic acid

HRID 488502Notes

Reaction equation

HRID 488502 reaction equation
C[O:2][C:3](=[O:28])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[NH:10][C:11]1[CH:16]=[CH:15][C:14]([CH2:17][CH2:18][CH2:19][C:20]2[CH:25]=[CH:24][C:23]([Cl:26])=[C:22]([Cl:27])[CH:21]=2)=[CH:13][CH:12]=1.[OH-].[Na+]>CCO.C1COCC1>[Cl:27][C:22]1[CH:21]=[C:20]([CH2:19][CH2:18][CH2:17][C:14]2[CH:15]=[CH:16][C:11]([NH:10][C:5]3[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=3[C:3]([OH:28])=[O:2])=[CH:12][CH:13]=2)[CH:25]=[CH:24][C:23]=1[Cl:26]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 545136252-{4-[3-(3,4-Dichlorophenyl)-propyl]phenylamino}benzoic acid methyl ester

Product 1

HCID 101115762-{4-[3-(3,4-Dichlorophenyl)propyl]phenylamino}-benzoic acidYield 81%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

The title compound was prepared from 2-{4-[3-(3,4-dichlorophenyl)-propyl]phenylamino}benzoic acid methyl ester (0.41 g, 0.99 mmol), 1N NaOH (4.0 mL) in EtOH (4 mL) and THF (4 mL) using the procedure described in Example 2. This procedure yielded a yellow solid, 0.32 g (0.80 mmol, 81%) of the desired product mp 120-126° C.

Sources & evidence

ORD record
ord-b5ba8dcfe4ec4395b3a9d8e8c14c9569
Source dataset
uspto-grants-2005_12
Patent number
US06972287B1

Reaction notes

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