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

HRID 488513ノート

反応式

HRID 488513 の反応式
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]

参加物

4

反応物 2

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

生成物 1

HCID 222698172-{4-[5-(3,4-Dichlorophenyl)pentyl]phenylamino}4-methoxy-5-nitrobenzoic acid収率 42.9%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-563f1884a2da435085ac25301f0f9100
出典データセット
uspto-grants-2005_12
特許番号
US06972287B1

反応ノート

読み込み中…