Sodium Hydroxide → 2-{4-[5-(3,4-Dichlorophenyl)pentyl]phenylamino}4-methoxy-5-nitrobenzoic acid

HRID 488513Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 488513
C[O:2][C:3](=[O:35])[C:4]1[CH:9]=[C:8]([N+:10]([O-:12])=[O:11])[C:7]([O:13][CH3:14])=[CH:6][C:5]=1[NH:15][C:16]1[CH:21]=[CH:20][C:19]([CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][C:27]2[CH:32]=[CH:31][C:30]([Cl:33])=[C:29]([Cl:34])[CH:28]=2)=[CH:18][CH:17]=1.[OH-].[Na+]>C1COCC1>[Cl:34][C:29]1[CH:28]=[C:27]([CH2:26][CH2:25][CH2:24][CH2:23][CH2:22][C:19]2[CH:20]=[CH:21][C:16]([NH:15][C:5]3[CH:6]=[C:7]([O:13][CH3:14])[C:8]([N+:10]([O-:12])=[O:11])=[CH:9][C:4]=3[C:3]([OH:35])=[O:2])=[CH:17][CH:18]=2)[CH:32]=[CH:31][C:30]=1[Cl:33]

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 540571152-{4-[5-(3,4-Dichlorophenyl)-pentyl]phenylamino}4-methoxy-5-nitrobenzoic acid methyl ester

Produkt 1

HCID 222698172-{4-[5-(3,4-Dichlorophenyl)pentyl]phenylamino}4-methoxy-5-nitrobenzoic acidAusbeute 42,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

The title compound was prepared from 2-{4-[5-(3,4-dichlorophenyl)-pentyl]phenylamino}-4-methoxy-5-nitrobenzoic acid methyl ester (145 mg, 0.28 mmol) and 1N NaOH (aq.) (0.56 mL) in THF (1.2 mL) using the procedure described in Example 2. Purification by flash chromatography (silica gel, 10% MeOH/CH2Cl2), then recrystallization with MeOH yielded 58 mg (0.12 mmol, 41%) of the desired product. mp 192-193° C.

Aufarbeitung

  1. customPurification by flash chromatography (silica gel, 10% MeOH/CH2Cl2)
  2. customrecrystallization with MeOH

Quellen und Nachweise

ORD-Eintrag
ord-563f1884a2da435085ac25301f0f9100
Quelldatensatz
uspto-grants-2005_12
Patentnummer
US06972287B1

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