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Potassium Hydroxide → 2-(4-Chloro-3-nitrophenyl)-2-methylpropanoic acid

HRID 352385
ノート
印刷プレビュー

反応式

HRID 352385 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([CH3:14])([CH3:13])[C:9]([O:11]C)=[O:10])=[CH:4][C:3]=1[N+:15]([O-:17])=[O:16].[OH-].[K+]>CO>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([CH3:14])([CH3:13])[C:9]([OH:11])=[O:10])=[CH:4][C:3]=1[N+:15]([O-:17])=[O:16]
参加物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 14797Potassium HydroxideHCID 22709425Methyl 2-(4-chloro-3-nitrophenyl)-2-methylpropionate

生成物 1

HCID 227094342-(4-Chloro-3-nitrophenyl)-2-methylpropanoic acid収率 74.4%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

In 200 ml of methanol was dissolved 75.5 g of methyl 2-(4-chloro-3-nitrophenyl)-2-methylpropionate. Under ice cooling, 70 ml of an aqueous solution of 49.3 g of potassium hydroxide was added dropwise and the mixture was stirred at room temperature for 3 hours. The reaction mixture was concentrated under reduced pressure. To the residue were added water and n-hexane to separate the mixture into layers. Concentrated hydrochloric acid was added to the aqueous layer to adjust its pH to 2 or less, followed by extraction with ethyl acetate. The ethyl acetate layer was washed successively with water and brine, dried over anhydrous magnesium sulfate and evaporated under reduced pressure. The residue was recrystallized from ethyl acetate to obtain 53.1 g of the title compound.

後処理

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. additionTo the residue were added water and n-hexane
  3. customto separate the mixture into layers
  4. additionConcentrated hydrochloric acid was added to the aqueous layer
  5. extractionless, followed by extraction with ethyl acetate
  6. washThe ethyl acetate layer was washed successively with water and brine
  7. dry with materialdried over anhydrous magnesium sulfate
  8. customevaporated under reduced pressure
  9. customThe residue was recrystallized from ethyl acetate

出典と根拠

ORDレコード
ord-80ac47146f9549d1bc8a3906d643afe7
出典データセット
uspto-grants-2004_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06747022B2

反応ノート

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