Hydrochloric Acid → 4-Chloro-3-methyl-1H-pyrazole-5-carboxylic acid

HRID 528935ノート

反応式

HRID 528935 の反応式
[Cl:1][C:2]1[C:3]([C:8]([O:10]CC)=[O:9])=[N:4][NH:5][C:6]=1[CH3:7].[OH-].[Na+].Cl>CO.C1COCC1>[Cl:1][C:2]1[C:3]([C:8]([OH:10])=[O:9])=[N:4][NH:5][C:6]=1[CH3:7]

参加物

6

反応物 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 604759ethyl 4-chloro-5-methyl-1H-pyrazole-3-carboxylate2 回

生成物 1

HCID 176889814-Chloro-3-methyl-1H-pyrazole-5-carboxylic acid収率 87.3%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

To a solution of ethyl 4-chloro-5-methyl-1H-pyrazole-3-carboxylate (Intermediate 1A, 2.01 g, 10.7 mmol) in MeOH (8.2 mL) and THF (8.2 mL) was added 2N aq. NaOH solution (27 mL, 53.3 mmol). The reaction mixture was stirred at room temperature overnight, then cooled to 0° C. and neutralized with 1N aq. HCl solution (pH=3-4). The resulting solid was collected by filtration and washed with water to give the title compound (1.50 g, 87%) as a white solid. 1H NMR (DMSO-d6) δ 2.19 (br s, 3H); MS (ESI+) m/z 160.9 (M+H)+.

後処理

  1. filtrationThe resulting solid was collected by filtration
  2. washwashed with water

出典と根拠

ORDレコード
ord-1e0a740b74704675bb6831cfb7f6da09
出典データセット
uspto-grants-2016_05
特許番号
US09346795B2

反応ノート

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