Succinic anhydride → 4-[[4-[(2-Methoxyethoxy)methoxy]phenyl]amino]-4-oxobutanoic acid

HRID 1603242ノート

反応式

HRID 1603242 の反応式
[CH3:1][O:2][CH2:3][CH2:4][O:5][CH2:6][O:7][C:8]1[CH:13]=[CH:12][C:11]([NH2:14])=[CH:10][CH:9]=1.[C:15]1(=[O:21])[O:20][C:18](=[O:19])[CH2:17][CH2:16]1>ClCCl.N1C=CC=CC=1.CO>[CH3:1][O:2][CH2:3][CH2:4][O:5][CH2:6][O:7][C:8]1[CH:9]=[CH:10][C:11]([NH:14][C:15](=[O:21])[CH2:16][CH2:17][C:18]([OH:20])=[O:19])=[CH:12][CH:13]=1

参加物

6

反応物 2

HCID 7922Succinic anhydrideHCID 131356894-[(2-Methoxyethoxy)methoxy]aniline

生成物 1

HCID 196090764-[[4-[(2-Methoxyethoxy)methoxy]phenyl]amino]-4-oxobutanoic acid収率 55%

試薬・触媒・溶媒 3

HCID 887Methanol溶媒2 回HCID 1049Pyridine溶媒HCID 6344Dichloromethane溶媒

実験手順

To a solution of 510 mg (2.58 mmol) of 4-[(2-methoxyethoxy) methoxy]benzenamine (22) in 8 mL of dichloromethane and 2 mL of anhydrous pyridine (Aldrich) was added 380 mg (3.8 mmol) of succinic anhydride portionwise. The mixture was stirred at room temperature for 18 hours. To the reaction mixture was added 20 mL of methanol and the mixture was stirred at room temperature for 2 hours. The mixture was concentrated and purified by preparative thin layer chromatography using 8:2 chloroform:methanol as an eluent to yield 420 mg (1.41 mmol, 55%) of 4-[[4-[(2-methoxyethoxy)methoxy]phenyl]amino]-4-oxobutanoic acid (23). NMR, IR and MS data confirmed the compound identity.

後処理

  1. stirringthe mixture was stirred at room temperature for 2 hours
  2. concentrationThe mixture was concentrated
  3. custompurified by preparative thin layer chromatography

出典と根拠

ORDレコード
ord-e37b7dd84098450aaf28a32dee369281
出典データセット
uspto-grants-1999_11
特許番号
US05986094

反応ノート

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