Water → 2-(2,5-dimethoxyphenylcarbamoyl)phenyl acetate

HRID 413348노트

반응식

HRID 413348 반응식
[CH3:1][O:2][C:3]1[CH:9]=[CH:8][C:7]([O:10][CH3:11])=[CH:6][C:4]=1[NH2:5].[CH3:12][C:13]([O:15][C:16]1[C:21]([C:22](Cl)=[O:23])=[CH:20][CH:19]=[CH:18][CH:17]=1)=[O:14].O>N1C=CC=CC=1.C(OCC)(=O)C>[C:13]([O:15][C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][C:21]=1[C:22]([NH:5][C:4]1[CH:6]=[C:7]([O:10][CH3:11])[CH:8]=[CH:9][C:3]=1[O:2][CH3:1])=[O:23])(=[O:14])[CH3:12]

참가 물질

6

반응물 3

HCID 962WaterHCID 76132,5-DimethoxyanilineHCID 796682-Acetoxybenzoyl chloride

생성물 1

HCID 33612112-(2,5-dimethoxyphenylcarbamoyl)phenyl acetate수율 96.2%

시약·촉매·용매 2

HCID 1049Pyridine용매HCID 8857Ethyl Acetate용매2회

실험 절차

2,5-Dimethoxyaniline (10.0 g, 65.3 mmol) was dissolved in pyridine (100 ml), and a solution of O-acetylsalicyloyl chloride (13.0 g, 65.3 mmol) in ethyl acetate (50 ml) was added thereto over 15 minutes under ice cooling. Thereafter, the mixture was stirred for 15 minutes at the same temperature as above. After adding water (10 ml) to the reaction mixture to stop the reaction, ethyl acetate (500 ml) was added and the reaction mixture was washed with 3 N hydrochloric acid (500 ml), water (500 ml), 2% sodium hydrogen carbonate solution (500 ml), and water (500 ml) in order. After drying it over Glauber's salt, the ethyl acetate layer was concentrated under reduced pressure and dried under vacuum to obtain the titled compound (19.8 g) as pale yellow syrup. The compound was used in the subsequent step without purification. The titled compound purified by preparative thin layer chromatography had the following physical properties.

후처리

  1. additionwas added
  2. washthe reaction mixture was washed with 3 N hydrochloric acid (500 ml), water (500 ml), 2% sodium hydrogen carbonate solution (500 ml), and water (500 ml) in order
  3. dry with materialAfter drying it over Glauber's salt
  4. concentrationthe ethyl acetate layer was concentrated under reduced pressure
  5. customdried under vacuum

출처 및 근거

ORD 기록
ord-72bf7bef5fd14e13b8bae8fc04bbf0a7
출처 데이터셋
uspto-grants-2003_05
특허 번호
US06566394B1

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