Hydrochloric Acid → [1-(4-Chlorophenyl)-5-methyl-1H-pyrazol-4-yl]methanol

HRID 1603747ノート

反応式

HRID 1603747 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:12]([CH3:13])=[C:11]([C:14](OCC)=[O:15])[CH:10]=[N:9]2)=[CH:4][CH:3]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].Cl>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]2[C:12]([CH3:13])=[C:11]([CH2:14][OH:15])[CH:10]=[N:9]2)=[CH:6][CH:7]=1

参加物

4

反応物 3

HCID 313Hydrochloric AcidHCID 4282610ethyl 1-(4-chlorophenyl)-5-methyl-1H-pyrazole-4-carboxylateHCID 21226445Aluminium lithium hydride

生成物 1

HCID 19606233[1-(4-Chlorophenyl)-5-methyl-1H-pyrazol-4-yl]methanol収率 91%

実験手順

To a solution of 3.2 g of ethyl 1-(4-chlorophenyl)-5-methyl-1H-pyrazole-4-carboxylate, 0.46 g of lithium aluminum hydride was added, followed by stirring for 1.5 hours at room temperature. The reaction mixture was added with a 5% aqueous solution of hydrochloric acid and then extracted with ethyl acetate. The extract was washed with an aqueous solution of sodium chloride, dried over magnesium sulfate and then filtered. The filtrate was concentrated under reduced pressure. The residue was subjected to chromatography on a silica gel column and then purified using gradient elution with hexane-ethyl acetate, whereby 2.45 g of the title compound were obtained (yield: 91%).

後処理

  1. extractionextracted with ethyl acetate
  2. washThe extract was washed with an aqueous solution of sodium chloride
  3. dry with materialdried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationThe filtrate was concentrated under reduced pressure
  6. custompurified
  7. washelution with hexane-ethyl acetate

出典と根拠

ORDレコード
ord-c513e356f51a43ee8eda8cfaab6c0b36
出典データセット
uspto-grants-1999_11
特許番号
US05990139

反応ノート

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