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Water → 2-(4-Bromo-2-chlorophenyl)acetic acid

HRID 1641533
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HRID 1641533 반응식
[Br:1][C:2]1[CH:10]=[CH:9][C:5]([CH2:6][C:7]#N)=[C:4]([Cl:11])[CH:3]=1.[OH2:12].[OH-:13].[K+]>C(O)C>[Br:1][C:2]1[CH:10]=[CH:9][C:5]([CH2:6][C:7]([OH:13])=[O:12])=[C:4]([Cl:11])[CH:3]=1
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참가 물질

5

반응물 3

HCID 962WaterHCID 14797Potassium HydroxideHCID 58762522(4-Bromo-2-chlorophenyl)acetonitrile

생성물 1

HCID 534036172-(4-Bromo-2-chlorophenyl)acetic acid

시약·촉매·용매 1

HCID 702Ethanol용매

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온도
75 °C

실험 절차

To 4-bromo-2-chlorobenzyl cyanide (383 g) of Reference Example 14 were added water (908 mL), ethanol (6812 mL) and 85% aqueous potassium hydroxide solution (549 g), and the mixture was stirred at an inside temperature of 75° C. for 13 hr. The mixture was concentrated, and diisopropyl ether (4500 mL) and water were added. The aqueous layer was neutralized with 1M hydrochloric acid, and partitioned and extracted with ethyl acetate. The organic layer was washed with 25% brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residual crude crystals were recrystallized from a mixed solvent of diisopropyl ether and hexane to give the title compound (240 g) as pale-yellow crystals.

후처리

  1. concentrationThe mixture was concentrated
  2. additiondiisopropyl ether (4500 mL) and water were added
  3. custompartitioned
  4. extractionextracted with ethyl acetate
  5. washThe organic layer was washed with 25% brine
  6. dry with materialdried over anhydrous magnesium sulfate
  7. customThe solvent was evaporated under reduced pressure
  8. customthe residual crude crystals were recrystallized from a mixed solvent of diisopropyl ether and hexane

출처 및 근거

ORD 기록
ord-f69d2b54a0f14b17b43820f2d9b160a4
출처 데이터셋
uspto-grants-2012_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08114902B2

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