Lithium Hydroxide → 5-chloro-1-cyclopropyl-1H-pyrazole-4-carboxylic acid

HRID 12911ノート

反応式

HRID 12911 の反応式
C([O:3][C:4]([C:6]1[CH:7]=[N:8][N:9]([CH:12]2[CH2:14][CH2:13]2)[C:10]=1[Cl:11])=[O:5])C.[Li+].[OH-]>CO.O>[Cl:11][C:10]1[N:9]([CH:12]2[CH2:13][CH2:14]2)[N:8]=[CH:7][C:6]=1[C:4]([OH:5])=[O:3]

参加物

5

反応物 2

HCID 3939Lithium HydroxideHCID 67020969HCID 67020969、化合物

生成物 1

HCID 670209125-chloro-1-cyclopropyl-1H-pyrazole-4-carboxylic acid収率 94%

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-cyclopropyl-1H-pyrazole-4-carboxylic acid ethyl ester (296 mg, 1.38 mmol) in methanol (15 mL) and water (15 mL) was added LiOH (40 mg, 1.66 mmol). The reaction mixture was stirred at reflux overnight and then concentrated under reduced pressure to remove the methanol. The residue was diluted with water, acidified to pH=2 with concentrated HCl, and extracted with ethyl acetate. The organic extracts were evaporated in vacuo to give 5-chloro-1-cyclopropyl-1H-pyrazole-4-carboxylic acid (242 mg, 93%) which was used without further purification.

後処理

  1. temperatureat reflux overnight
  2. concentrationconcentrated under reduced pressure
  3. customto remove the methanol
  4. additionThe residue was diluted with water
  5. extractionextracted with ethyl acetate
  6. customThe organic extracts were evaporated in vacuo

出典と根拠

ORDレコード
ord-7f6daa50c3f1427aafab853c24e7447e
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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