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2-[3-Chloro-4-(4-chloropyrazol-1-yl)phenyl]propionic acid benzyl ester → 2-[3-Chloro-4-(4-chloropyrazol-1-yl)phenyl]propionic acid

HRID 1733009
ノート
印刷プレビュー

反応式

HRID 1733009 の反応式
C([O:8][C:9](=[O:25])[CH:10]([C:12]1[CH:17]=[CH:16][C:15]([N:18]2[CH:22]=[C:21]([Cl:23])[CH:20]=[N:19]2)=[C:14]([Cl:24])[CH:13]=1)[CH3:11])C1C=CC=CC=1.[H][H]>C(OCC)(=O)C.C(O)(=O)C.[Pd]>[Cl:24][C:14]1[CH:13]=[C:12]([CH:10]([CH3:11])[C:9]([OH:25])=[O:8])[CH:17]=[CH:16][C:15]=1[N:18]1[CH:22]=[C:21]([Cl:23])[CH:20]=[N:19]1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 2

HCID 544303582-[3-Chloro-4-(4-chloropyrazol-1-yl)phenyl]propionic acid benzyl esterHCID 178418361HCID 178418361、化合物

生成物 1

HCID 203034102-[3-Chloro-4-(4-chloropyrazol-1-yl)phenyl]propionic acid収率 80.7%

試薬・触媒・溶媒 3

HCID 23938Palladium触媒HCID 176Acetic Acid溶媒
HCID 8857
Ethyl Acetate
溶媒

実験手順

375 mg (1 mmole) of 2-[3-chloro-4-(4-chloropyrazol-1-yl)phenyl]propionic acid benzyl ester are hydrogenolyzed in the presence of 50 mg of 10% palladium/activated charcoal at room temperature and at atmospheric pressure in a mixture of 100 ml of ethyl acetate and 10 ml of glacial acetic acid in a rotary hydrogenation apparatus until the theoretical amount of hydrogen has been absorbed. Filtration from the catalyst is effected, the filtrate is concentrated in a vacuum, and the residue is dissolved in a 1 N solution of sodium hydroxide. The resulting aqueous solution is extracted with benzene; acidification is effected with 1 N hydrochloric acid, followed by extraction again with benzene. The organic phase is dried and concentrated to yield 230 mg (80.7% of theory) of 2-[3-chloro-4-(4-chloropyrazol-1-yl)phenyl]propionic acid (m.p. 102° to 103° C.).

後処理

  1. customhas been absorbed
  2. filtrationFiltration from the catalyst
  3. concentrationthe filtrate is concentrated in a vacuum
  4. dissolutionthe residue is dissolved in a 1 N solution of sodium hydroxide
  5. extractionThe resulting aqueous solution is extracted with benzene
  6. extractionfollowed by extraction again with benzene
  7. customThe organic phase is dried
  8. concentrationconcentrated

出典と根拠

ORDレコード
ord-897ca430993e45328aaf795cbec379cd
出典データセット
uspto-grants-1980_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04239901

反応ノート

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