Methanol → 3-(2-(1-Benzothiophen-5-yl)ethoxy)propionic acid

HRID 553220Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 553220
CO.[S:3]1[C:7]2[CH:8]=[CH:9][C:10]([CH2:12][CH2:13][O:14][CH2:15][CH2:16][C:17]([O:19]CCCC)=[O:18])=[CH:11][C:6]=2[CH:5]=[CH:4]1.[OH-].[K+]>O>[S:3]1[C:7]2[CH:8]=[CH:9][C:10]([CH2:12][CH2:13][O:14][CH2:15][CH2:16][C:17]([OH:19])=[O:18])=[CH:11][C:6]=2[CH:5]=[CH:4]1

Komponenten

5

Edukt 3

HCID 887MethanolHCID 14797Potassium HydroxideHCID 57615037Butyl 3-(2-(1-benzothiophen-5-yl)ethoxy)propionate

Produkt 1

HCID 219900803-(2-(1-Benzothiophen-5-yl)ethoxy)propionic acidAusbeute 88,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

To methanol (5 mL) solution of 5.00 g of butyl 3-(2-(1-benzothiophen-5-yl)ethoxy)propionate was added water (5 mL) solution of 1.10 g of potassium hydroxide, which was then stirred at room temperature for 2 hours. This reaction mixture was distilled off under reduced pressure, to which were added 30 mL of toluene and 30 mL of water. The pH was adjusted to 1.6 with 3.5 mL of 6 mol/L hydrochloric acid. The organic layer was separated, followed by distilling off the solvent under reduced pressure. Thereto were added 15 mL of toluene and 30 mL of cyclohexane. The precipitate was collected by filtration to provide 3.60 g of 3-(2-(1-benzothiophen-5-yl)ethoxy)propionic acid as white solid form.

Aufarbeitung

  1. distillationThis reaction mixture was distilled off under reduced pressure, to which
  2. additionwere added 30 mL of toluene and 30 mL of water
  3. customThe organic layer was separated
  4. distillationby distilling off the solvent under reduced pressure
  5. additionThereto were added 15 mL of toluene and 30 mL of cyclohexane
  6. filtrationThe precipitate was collected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-0ffbf56faad747fba09f323556e82e85
Quelldatensatz
uspto-grants-2011_05
Patentnummer
US07951963B2

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