Water → 2-(2-Fluoro-4-iodophenyl)acetic acid

HRID 278637Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 278637
[F:1][C:2]1[CH:7]=[C:6]([I:8])[CH:5]=[CH:4][C:3]=1[CH2:9][C:10]#N.[OH2:12].[OH-:13].[K+]>C(O)C>[F:1][C:2]1[CH:7]=[C:6]([I:8])[CH:5]=[CH:4][C:3]=1[CH2:9][C:10]([OH:13])=[O:12]

Komponenten

5

Edukt 3

HCID 962WaterHCID 14797Potassium HydroxideHCID 222405322-(2-Fluoro-4-iodophenyl)acetonitrile2×

Produkt 1

HCID 222403932-(2-Fluoro-4-iodophenyl)acetic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A solution of 2-fluoro-4-iodo-phenyl acetonitrile (Intermediate 2, 2.05 g, 7.83 mmol) in ethanol (50 mL and water (15 mL) was treated with potassium hydroxide (3.4 g, 60.7 mmol) and refluxed for 4 h. The volatiles were distilled off in vacuo and the residue was diluted with water and poured into cold, dilute hydrochloric acid and the precipitated solid was filtered. The solid was dissolved in diethyl ether, and the organic solution was dried over anhydrous magnesium sulfate, filtered and evaporated in vacuo to afford the title compound a pale yellow solid (1.75 g, 79%).

Aufarbeitung

  1. temperaturerefluxed for 4 h
  2. distillationThe volatiles were distilled off in vacuo
  3. additionthe residue was diluted with water
  4. additionpoured into cold, dilute hydrochloric acid
  5. filtrationthe precipitated solid was filtered
  6. dissolutionThe solid was dissolved in diethyl ether
  7. dry with materialthe organic solution was dried over anhydrous magnesium sulfate
  8. filtrationfiltered
  9. customevaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-9ce9fee2ecd149d186ff79ca2bd31dd8
Quelldatensatz
uspto-grants-2002_03
Patentnummer
US06359135B1

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