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Lithium Hydroxide → 5-tert-Butyl-2-p-tolyl-2H-pyrazole-3-carboxylic acid

HRID 2353568
ノート
印刷プレビュー

反応式

HRID 2353568 の反応式
C([O:3][C:4]([C:6]1[N:7]([C:15]2[CH:20]=[CH:19][C:18]([CH3:21])=[CH:17][CH:16]=2)[N:8]=[C:9]([C:11]([CH3:14])([CH3:13])[CH3:12])[CH:10]=1)=[O:5])C.[Li+].[OH-]>C1COCC1>[C:11]([C:9]1[CH:10]=[C:6]([C:4]([OH:5])=[O:3])[N:7]([C:15]2[CH:20]=[CH:19][C:18]([CH3:21])=[CH:17][CH:16]=2)[N:8]=1)([CH3:14])([CH3:12])[CH3:13]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 3939Lithium HydroxideHCID 574185545-tert-Butyl-2-p-tolyl-2H-pyrazole-3-carboxylic acid ethyl ester

生成物 1

HCID 574185565-tert-Butyl-2-p-tolyl-2H-pyrazole-3-carboxylic acid収率 96%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
50 °C

実験手順

To 5-tert-butyl-2-p-tolyl-2H-pyrazole-3-carboxylic acid ethyl ester (0.5 g, 1.75 mmol) in a 40 mL scintillation vial was added 2 mL THF and 2 mL 1N LiOH. The reaction was heated at 50° C. for 1 hr after which the reaction mixture was concentrated under vacuum and the crude residue was diluted with 5 mL 1N HCl. The reaction slurry was then extracted with DCM (3×25 mL) and the combined organic layers were washed with brine (10 mL) and dried over MgSO4. The resulting solution was concentrated under vacuum to yield the desired product (0.432 g, 96%) in >95% purity. The isolated material was used without further purification.

後処理

  1. concentrationwas concentrated under vacuum
  2. additionthe crude residue was diluted with 5 mL 1N HCl
  3. extractionThe reaction slurry was then extracted with DCM (3×25 mL)
  4. washthe combined organic layers were washed with brine (10 mL)
  5. dry with materialdried over MgSO4
  6. concentrationThe resulting solution was concentrated under vacuum

出典と根拠

ORDレコード
ord-646527e9e7fc4a6da00a7e2cdd4fef1c
出典データセット
uspto-grants-2010_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07749999B2

反応ノート

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