Sodium Hydroxide → 7-Bromo-2-methyl-2H-indazole-3-carboxylic acid

HRID 902562ノート

反応式

HRID 902562 の反応式
C[O:2][C:3]([C:5]1[N:6]([CH3:15])[N:7]=[C:8]2[C:13]=1[CH:12]=[CH:11][CH:10]=[C:9]2[Br:14])=[O:4].[OH-].[Na+]>C(O)C>[Br:14][C:9]1[C:8]2[C:13](=[C:5]([C:3]([OH:4])=[O:2])[N:6]([CH3:15])[N:7]=2)[CH:12]=[CH:11][CH:10]=1

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 58861011Methyl 7-bromo-2-methyl-2H-indazole-3-carboxylate

生成物 1

HCID 210946187-Bromo-2-methyl-2H-indazole-3-carboxylic acid収率 94.7%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
55 °C

実験手順

A mixture of 7-bromo-2-methyl-2H-indazole-3-carboxylic acid methyl ester (35a; 0.215 g, 0.799 mmol), 8 mL of a 2 M aqueous NaOH solution, and 6 mL of ethanol was stirred at 55° C. overnight, then concentrated to remove ethanol. The remaining aqueous layer was acidified with a 10% aqueous HCl solution and extracted with three 20 mL portions of ethyl acetate. The combined organic layers were dried over Na2SO4, filtered, and concentrated to afford crude 7-bromo-2-methyl-2H-indazole-3-carboxylic acid (35e; 0.193 g; 94%) which was used without further purification.

後処理

  1. concentrationconcentrated
  2. customto remove ethanol
  3. extractionextracted with three 20 mL portions of ethyl acetate
  4. dry with materialThe combined organic layers were dried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-c6abcbab167842aeb8d8f4134623e77c
出典データセット
uspto-grants-2008_04
特許番号
US07365211B2

反応ノート

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