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Potassium Hydroxide → [3-Bromo-4-(cyclopropylsulfanyl)phenyl]acetic acid

HRID 2192903
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HRID 2192903 반응식
O.NN.[Br:4][C:5]1[CH:6]=[C:7]([C:15](=O)[C:16]([OH:18])=[O:17])[CH:8]=[CH:9][C:10]=1[S:11][CH:12]1[CH2:14][CH2:13]1.[OH-].[K+]>Cl>[Br:4][C:5]1[CH:6]=[C:7]([CH2:15][C:16]([OH:18])=[O:17])[CH:8]=[CH:9][C:10]=1[S:11][CH:12]1[CH2:14][CH2:13]1
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참가 물질

5

반응물 3

HCID 14797Potassium HydroxideHCID 24654Hydrazine hydrate (1:1)HCID 59571040HCID 59571040, 화합물

생성물 1

HCID 59570913[3-Bromo-4-(cyclopropylsulfanyl)phenyl]acetic acid수율 94.4%

시약·촉매·용매 1

HCID 313Hydrochloric Acid용매

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온도
80 °C

실험 절차

To hydrazine monohydrate (16.9 mL) was added [3-bromo-4-(cyclopropylsulfanyl)phenyl](oxo)acetic acid (15 g) under ice-cooling, followed by stirring at 80° C. for 10 minutes. To the reaction mixture was added potassium hydroxide (8.22 g), followed by stirring at 80° C. for 20 minutes and then stirring at 100° C. overnight. After leaving it to be cooled at room temperature, concentrated hydrochloric acid (50 mL) was added thereto under ice-cooling, followed by extraction with chloroform (50 mL×3). The organic layer was sequentially washed with 1 M hydrochloric acid (50 mL×2) and saturated brine (50 mL), and dried over anhydrous magnesium sulfate, and the solvent was then evaporated under reduced pressure to obtain [3-bromo-4-(cyclopropylsulfanyl)phenyl]acetic acid (13.5 g) as a pale yellow solid.

후처리

  1. temperaturecooling
  2. stirringby stirring at 80° C. for 20 minutes
  3. stirringstirring at 100° C. overnight
  4. customAfter leaving it
  5. temperatureto be cooled at room temperature
  6. temperatureunder ice-cooling
  7. extractionfollowed by extraction with chloroform (50 mL×3)
  8. washThe organic layer was sequentially washed with 1 M hydrochloric acid (50 mL×2) and saturated brine (50 mL)
  9. dry with materialdried over anhydrous magnesium sulfate
  10. customthe solvent was then evaporated under reduced pressure

출처 및 근거

ORD 기록
ord-72975d8db82f45dab6909ee6b92eb0e1
출처 데이터셋
uspto-grants-2012_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08329707B2

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