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

HRID 12898ノート

反応式

HRID 12898 の反応式
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]

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-313b876f6b9a4d209cb096147d69c3aa
出典データセット
uspto-grants-2010_06
特許番号
US07728029B2

反応ノート

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