Lithium Hydroxide → 5-chloro-1-(2-methoxyethyl)-1H-pyrazole-4-carboxylic acid

HRID 12898노트

반응식

HRID 12898 반응식
C([O:3][C:4]([C:6]1[CH:7]=[N:8][N:9]([CH2:12][CH2:13][O:14][CH3:15])[C:10]=1[Cl:11])=[O:5])C.[OH-].[Li+]>CO.O>[Cl:11][C:10]1[N:9]([CH2:12][CH2:13][O:14][CH3:15])[N:8]=[CH:7][C:6]=1[C:4]([OH:5])=[O:3]

참가 물질

5

반응물 2

HCID 3939Lithium HydroxideHCID 670209455-chloro-1-(2-methoxyethyl)-1H-pyrazole-4-carboxylic acid ethyl ester

생성물 1

HCID 670207145-chloro-1-(2-methoxyethyl)-1H-pyrazole-4-carboxylic acid수율 31.4%

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

실험 절차

To a solution of 5-chloro-1-(2-methoxyethyl)-1H-pyrazole-4-carboxylic acid ethyl ester (4.60 g, 19.77 mmol) in methanol (32 mL) and water (32 mL) was added lithium hydroxide (1.10 g, 26.22 mmol). The reaction mixture was stirred at reflux for 3 h, and then the solution was concentrated under reduced pressure to remove the methanol. The residue was then acidified carefully with 6.0 N aqueous HCl. The resulting mixture was extracted with methylene chloride (3×50 mL). The combined organic extracts were dried over anhydrous Na2SO4, filtered and concentrated in vacuo to provide 5-chloro-1-(2-methoxyethyl)-1H-pyrazole-4-carboxylic acid as a white solid (1.27 g, 31%). Mass spectrum: m/z: 205.3 (M+1).

후처리

  1. temperatureat reflux for 3 h
  2. concentrationthe solution was concentrated under reduced pressure
  3. customto remove the methanol
  4. extractionThe resulting mixture was extracted with methylene chloride (3×50 mL)
  5. dry with materialThe combined organic extracts were dried over anhydrous Na2SO4
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-313b876f6b9a4d209cb096147d69c3aa
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07728029B2

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