3-Bromopropionic acid → 3-(4-Chlorophenoxy)propionic acid

HRID 1249498

Reaktionsgleichung

Reaktionsgleichung von HRID 1249498
ClCC(SC1C(Cl)=CC=CC=1Cl)C[O:5][C:6]1[CH:11]=[CH:10][C:9]([Cl:12])=[CH:8][CH:7]=1.Br[CH2:23][CH2:24][C:25]([OH:27])=[O:26]>>[Cl:12][C:9]1[CH:10]=[CH:11][C:6]([O:5][CH2:23][CH2:24][C:25]([OH:27])=[O:26])=[CH:7][CH:8]=1

Komponenten

3

Edukt 2

HCID 115533-Bromopropionic acidHCID 566236151-Chloro-2-(2,6-dichlorophenylthio)-3-p-chlorophenoxypropane

Produkt 1

HCID 767803-(4-Chlorophenoxy)propionic acid

Versuchsvorschrift

38.2 g of 1-chloro-2-(2,6-dichlorophenylthio)-3-p-chlorophenoxypropane [obtainable by reaction of 3-bromo-propionic acid with Na p-chlorophenolate to give 3-p-chlorophenoxypropionic acid, bromination to give 2-bromo-3-p-chlorophenoxypropionic acid, reaction with Na 2,6-dichlorothiophenolate to give 2-(2,6-dichlorophenylthio)-3-p-chlorophenoxypropionic acid, LiAlH4 reduction to give the alcohol and reaction with SOCL2 ]is heated at 120° with 40 g of imidazole for 5 hours, then cooled, worked up as usual and Ia of m.p. 175°-177° is obtained.

Quellen und Nachweise

ORD-Eintrag
ord-bc8c74d803374f31a867897c7d7686f4
Quelldatensatz
uspto-grants-1986_12
Patentnummer
US04632933

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