{4-[3-(3,5-Dibromo-phenyl)-prop-2-ynyloxy]-2-methyl-phenoxy}-acetic acid methyl ester → {4-[3-(3,5-Dibromo-phenyl)-prop-2-ynyloxy]-2-methyl-phenoxy}-acetic acid

HRID 548549Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 548549
C[O:2][C:3](=[O:25])[CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([O:12][CH2:13][C:14]#[C:15][C:16]2[CH:21]=[C:20]([Br:22])[CH:19]=[C:18]([Br:23])[CH:17]=2)=[CH:8][C:7]=1[CH3:24]>C(O)C.[OH-].[Na+]>[Br:22][C:20]1[CH:21]=[C:16]([C:15]#[C:14][CH2:13][O:12][C:9]2[CH:10]=[CH:11][C:6]([O:5][CH2:4][C:3]([OH:25])=[O:2])=[C:7]([CH3:24])[CH:8]=2)[CH:17]=[C:18]([Br:23])[CH:19]=1

Komponenten

4

Edukt 1

HCID 67157962{4-[3-(3,5-Dibromo-phenyl)-prop-2-ynyloxy]-2-methyl-phenoxy}-acetic acid methyl ester

Produkt 1

HCID 57581228{4-[3-(3,5-Dibromo-phenyl)-prop-2-ynyloxy]-2-methyl-phenoxy}-acetic acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 14798Sodium HydroxideLösungsmittel

Versuchsvorschrift

A solution of {4-[3-(3,5-dibromo-phenyl)-prop-2-ynyloxy]-2-methyl-phenoxy}-acetic acid methyl ester (207 mg, 0.44 mmol) in ethanol (50 ml) and 1N NaOH (5 ml) was stirred at 75° C. for 30 min. The reaction mixture was evaporated and the residue dissolved in water (10 ml). Aqueous 1N HCl (5 ml) was added and the mixture was extracted with methylene chloride (3×10 ml). The combined organic phases were dried and evaporated to give the title compound in 187 mg (93%) yield.

Aufarbeitung

  1. customThe reaction mixture was evaporated
  2. dissolutionthe residue dissolved in water (10 ml)
  3. additionAqueous 1N HCl (5 ml) was added
  4. extractionthe mixture was extracted with methylene chloride (3×10 ml)
  5. customThe combined organic phases were dried
  6. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-6515416561a44982ad42fdb62364dddf
Quelldatensatz
uspto-grants-2011_05
Patentnummer
US07943612B2

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