Hydrochloric Acid → 3-(2-Bromo-4,5-difluorophenoxy)propanoic acid

HRID 1363193Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1363193
[OH-].[Na+].[Br:3][C:4]1[CH:9]=[C:8]([F:10])[C:7]([F:11])=[CH:6][C:5]=1[OH:12].Br[CH2:14][CH2:15][C:16]([OH:18])=[O:17].Cl>O>[Br:3][C:4]1[CH:9]=[C:8]([F:10])[C:7]([F:11])=[CH:6][C:5]=1[O:12][CH2:14][CH2:15][C:16]([OH:18])=[O:17]

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 115533-Bromopropionic acidHCID 14798Sodium HydroxideHCID 27362882-Bromo-4,5-difluorophenol

Produkt 1

HCID 669704713-(2-Bromo-4,5-difluorophenoxy)propanoic acidAusbeute 66 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel2×

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

A solution of 1.68 g of NaOH (42 mmol) in 5 mL of water was added slowly to the suspension of 2.29 mL (20 mmol) 2-bromo-4,5-difluorophenol and 3.07 g (20 mmol) 3-bromopropionic acid. The mixture was heated at 100° C. in an oil bath for 5 hours, and then allowed to cool to room temperature. Water was added to completely dissolve any solid material and the reaction mixture was made acidic with concentrated HCl. The product was extracted into ether (3 times), and the combined organic layers was dried over Na2SO4 and evaporated to give 3.7 g (66%) of the title compound as a light brown solid. 1H NMR (300 MHz, CDCl3): δ 7.4 (t, 1H), 6.8 (q, 1H), 4.3 (t, 2H), 2.9 (t, 2H).

Aufarbeitung

  1. temperatureto cool to room temperature
  2. dissolutionto completely dissolve any solid material
  3. extractionThe product was extracted into ether (3 times)
  4. dry with materialthe combined organic layers was dried over Na2SO4
  5. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-60e853fb7e654056ba69a9ba2409c65e
Quelldatensatz
uspto-grants-2011_02
Patentnummer
US07884109B2

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