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Hydrochloric Acid → Ethyl 3-hydroxy-1-isopropylpyrazole-4-carboxylate

HRID 1365043
ノート
印刷プレビュー

反応式

HRID 1365043 の反応式
[O-]CC.[Na+].C(O[C:8](=[O:19])[C:9](=[CH:15]OCC)[C:10]([O:12][CH2:13][CH3:14])=[O:11])C.[CH:20]([NH:23][NH2:24])([CH3:22])[CH3:21].Cl>C(O)C.[Cl-].[Na+].O>[CH2:13]([O:12][C:10]([C:9]1[C:8]([OH:19])=[N:24][N:23]([CH:20]([CH3:22])[CH3:21])[CH:15]=1)=[O:11])[CH3:14]
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

7

反応物 4

HCID 313Hydrochloric AcidHCID 6871Diethyl (ethoxymethylene)malonateHCID 527891-IsopropylhydrazineHCID 2723922Sodium ethoxide

生成物 1

HCID 178469772Ethyl 3-hydroxy-1-isopropylpyrazole-4-carboxylate収率 35.1%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒
HCID 57417360
Sodium chloride; water
溶媒

反応条件

温度
80 °C

実験手順

To a solution of sodium ethoxide (23 g) in ethanol (150 mL) were added ethoxymethylene malonic acid diethyl ester (32.7 g) and isopropylhydrazine (11.2 g) at room temperature, and the mixture was stirred at 80° C. for 4 hours and then at 100° C. for 2 hours. The reaction mixture was poured into 2 mol/L hydrochloric acid (300 mL), the mixture was diluted with brine and extracted with ethyl acetate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure, and the obtained residue was purified by column chromatography on silica gel (eluent: ethyl acetate/hexane=1/5) to give the title compound (10.5 g).

後処理

  1. waitat 100° C. for 2 hours
  2. extractionextracted with ethyl acetate
  3. washThe organic layer was washed with brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customThe solvent was removed under reduced pressure
  6. customthe obtained residue was purified by column chromatography on silica gel (eluent: ethyl acetate/hexane=1/5)

出典と根拠

ORDレコード
ord-6a10a2a426c840f8baa449f2a490249e
出典データセット
uspto-grants-2011_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07888487B2

反応ノート

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