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

HRID 1603242노트

반응식

HRID 1603242 반응식
[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

참가 물질

6

반응물 2

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

생성물 1

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

시약·촉매·용매 3

HCID 887Methanol용매2회HCID 1049Pyridine용매HCID 6344Dichloromethane용매

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-e37b7dd84098450aaf28a32dee369281
출처 데이터셋
uspto-grants-1999_11
특허 번호
US05986094

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