4-Fluorophenol → 3-(4-Fluorophenoxy)propionic acid

HRID 2051927Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2051927
[H-].[Na+].Br[CH:4]([CH3:8])[C:5]([OH:7])=[O:6].[F:9][C:10]1[CH:15]=[CH:14][C:13]([OH:16])=[CH:12][CH:11]=1>C(COC)OC>[F:9][C:10]1[CH:15]=[CH:14][C:13]([O:16][CH:4]([CH3:8])[C:5]([OH:7])=[O:6])=[CH:12][CH:11]=1

Komponenten

5

Edukt 3

HCID 97324-FluorophenolHCID 117292-Bromopropionic acidHCID 24758Sodium hydride

Produkt 1

HCID 38721403-(4-Fluorophenoxy)propionic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 80711,2-DimethoxyethaneLösungsmittel3×

Versuchsvorschrift

To 83 g. of sodium hydride in 100 ml. of dry dimethoxyethane at 5° C. was added a solution of 15.3 g. of 2-bromopropionic acid in 50 ml. of dimethoxyethane and 10.5 g. of 4-fluorophenol in 50 ml. of dimethoxyethane. The slurry was heated to reflux for 6 hours, cooled and filtered. The crude solid was partitioned between methylenechloride and 1 N hydrochloric acid and this process repeated. The organic layer was dried and evaporated to 50 ml. The crystals were collected, washed with hexane and dried, m.p. 113°-115° C.

Aufarbeitung

  1. temperatureThe slurry was heated
  2. temperatureto reflux for 6 hours
  3. temperaturecooled
  4. filtrationfiltered
  5. customThe crude solid was partitioned between methylenechloride and 1 N hydrochloric acid
  6. customThe organic layer was dried
  7. customevaporated to 50 ml
  8. customThe crystals were collected
  9. washwashed with hexane
  10. customdried

Quellen und Nachweise

ORD-Eintrag
ord-769bb8f8c131490b98116b67dfb4c7f7
Quelldatensatz
uspto-grants-1980_01
Patentnummer
US04182776

Notizen zur Reaktion

Wird geladen…