Hydrochloric Acid → [3-(2-Formyl-4-trifluoromethyl-phenoxy)-phenyl]-acetic acid methyl ester

HRID 885402Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 885402
[CH3:1][O:2][C:3](=[O:27])[CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([O:11][C:12]2[CH:17]=[CH:16][C:15]([C:18]([F:21])([F:20])[F:19])=[CH:14][C:13]=2[CH:22](OC)[O:23]C)[CH:6]=1.Cl>C1COCC1>[CH3:1][O:2][C:3](=[O:27])[CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([O:11][C:12]2[CH:17]=[CH:16][C:15]([C:18]([F:19])([F:21])[F:20])=[CH:14][C:13]=2[CH:22]=[O:23])[CH:6]=1

Komponenten

4

Edukt 2

HCID 313Hydrochloric Acid2×HCID 58237632[3-(2-Dimethoxymethyl-4-trifluoromethyl-phenoxy)-phenyl]-acetic acid methyl ester

Produkt 1

HCID 58237636[3-(2-Formyl-4-trifluoromethyl-phenoxy)-phenyl]-acetic acid methyl esterAusbeute 113,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

To [3-(2-dimethoxymethyl-4-trifluoromethyl-phenoxy)-phenyl]-acetic acid methyl ester (0.479 g, 1.2 mmol) in THF (4 mL) was added hydrogen chloride (4N in 1,4-dioxane; 1.5 mL), and the reaction was stirred at 70° C. for 1.5 hours. Additional HCl (0.5 mL) was added, and the reaction was stirred for 40 minutes at 70° C. The mixture was partitioned between H2O and EtOAc, and the aqueous layer was extracted twice with EtOAc. The combined organic layers were dried and concentrated to give the desired product (0.46 g).

Aufarbeitung

  1. stirringthe reaction was stirred for 40 minutes at 70° C
  2. customThe mixture was partitioned between H2O and EtOAc
  3. extractionthe aqueous layer was extracted twice with EtOAc
  4. customThe combined organic layers were dried
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-8013f8796dd7464b96e513ef9d2267fd
Quelldatensatz
uspto-grants-2012_08
Patentnummer
US08242145B2

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