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

HRID 12917ノート

反応式

HRID 12917 の反応式
C[O:2][C:3]([C:5]1[CH:6]=[N:7][N:8]([C:13]([CH3:16])([CH3:15])[CH3:14])[C:9]=1[CH:10]1[CH2:12][CH2:11]1)=[O:4].[Li+].[OH-]>CO.O>[C:13]([N:8]1[C:9]([CH:10]2[CH2:12][CH2:11]2)=[C:5]([C:3]([OH:4])=[O:2])[CH:6]=[N:7]1)([CH3:16])([CH3:14])[CH3:15]

参加物

5

反応物 2

HCID 3939Lithium HydroxideHCID 670210471-tert-butyl-5-cyclopropyl-1H-pyrazole-4-carboxylic acid methyl ester

生成物 1

HCID 593249561-tert-butyl-5-cyclopropyl-1H-pyrazole-4-carboxylic acid収率 92%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒

実験手順

To a solution of 1-tert-butyl-5-cyclopropyl-1H-pyrazole-4-carboxylic acid methyl ester (921 mg, 4.14 mmol) in methanol (15 mL) and water (15 mL) was added LiOH (119 mg, 4.97 mmol). The reaction mixture was stirred at reflux overnight, and then the solution was concentrated under reduced pressure to remove the methanol. The residue was diluted with water and the solution was acidified to pH 2 with concentrated HCl. The resulting mixture was then extracted with ethyl acetate three times. The combined organic extracts were concentrated in vacuo to give 1-tert-butyl-5-cyclopropyl-1H-pyrazole-4-carboxylic acid (789 mg, 92%), which was used without further purification.

後処理

  1. temperatureat reflux overnight
  2. concentrationthe solution was concentrated under reduced pressure
  3. customto remove the methanol
  4. additionThe residue was diluted with water
  5. extractionThe resulting mixture was then extracted with ethyl acetate three times
  6. concentrationThe combined organic extracts were concentrated in vacuo

出典と根拠

ORDレコード
ord-57e96a3c2d834739b4a1e7c27cd11b46
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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