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

HRID 352385
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HRID 352385 반응식
[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]
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참가 물질

4

반응물 2

HCID 14797Potassium HydroxideHCID 22709425Methyl 2-(4-chloro-3-nitrophenyl)-2-methylpropionate

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-80ac47146f9549d1bc8a3906d643afe7
출처 데이터셋
uspto-grants-2004_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06747022B2

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