Potassium Carbonate → [5-(4-Bromo-2-formyl-phenoxy)-2-chloro-phenyl]-acetic acid ethyl ester

HRID 885288Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 885288
[CH2:1]([O:3][C:4](=[O:14])[CH2:5][C:6]1[CH:11]=[C:10]([OH:12])[CH:9]=[CH:8][C:7]=1[Cl:13])[CH3:2].[Br:15][C:16]1[CH:17]=[CH:18][C:19](F)=[C:20]([CH:23]=1)[CH:21]=[O:22].C(=O)([O-])[O-].[K+].[K+]>O1CCOCC1>[CH2:1]([O:3][C:4](=[O:14])[CH2:5][C:6]1[CH:11]=[C:10]([O:12][C:19]2[CH:18]=[CH:17][C:16]([Br:15])=[CH:23][C:20]=2[CH:21]=[O:22])[CH:9]=[CH:8][C:7]=1[Cl:13])[CH3:2]

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 7363275-Bromo-2-fluorobenzaldehydeHCID 57966617(2-Chloro-5-hydroxy-phenyl)-acetic acid ethyl ester

Produkt 1

HCID 58237600[5-(4-Bromo-2-formyl-phenoxy)-2-chloro-phenyl]-acetic acid ethyl esterAusbeute 32,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Reaktionsbedingungen

Temperatur
110 °C

Versuchsvorschrift

(2-Chloro-5-hydroxy-phenyl)-acetic acid ethyl ester (0.5 g, 2.3 mmol), 5-bromo-2-fluorobenzaldehyde (0.33 mL, 2.8 mmol), and potassium carbonate (0.5 g, 3.5 mmol) were combined in 1,4-dioxane (30 mL) and heated to 110° C. for 3 days. After work-up, the crude material was purified by silica gel chromatography (0-20% EtOAc in hexanes) to give the desired product (0.3 g).

Aufarbeitung

  1. customAfter work-up, the crude material was purified by silica gel chromatography (0-20% EtOAc in hexanes)

Quellen und Nachweise

ORD-Eintrag
ord-90133ec8e7394010a3a1f1c7239e28db
Quelldatensatz
uspto-grants-2012_08
Patentnummer
US08242145B2

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