Hydrochloric Acid → 3-(2,3-Dihydro-1-benzofuran-7-yl)-3-methylbutanoic acid

HRID 916044Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 916044
[O:1]1[C:5]2[C:6]([C:10]([CH3:19])([CH3:18])[CH2:11][C:12](=[O:17])C(F)(F)F)=[CH:7][CH:8]=[CH:9][C:4]=2[CH2:3][CH2:2]1.[OH-:20].[Na+].Cl>C(OCC)(=O)C>[O:1]1[C:5]2[C:6]([C:10]([CH3:19])([CH3:18])[CH2:11][C:12]([OH:17])=[O:20])=[CH:7][CH:8]=[CH:9][C:4]=2[CH2:3][CH2:2]1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 469392134-(2,3-Dihydrobenzofur-7-yl)-1,1,1-trifluoro-4-methyl-2-pentanone

Produkt 1

HCID 589600353-(2,3-Dihydro-1-benzofuran-7-yl)-3-methylbutanoic acidAusbeute 99 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

4-(2,3-Dihydrobenzofur-7-yl)-1,1,1-trifluoro-4-methyl-2-pentanone (1.00 g) was treated with NaOH (3.6 mL, 4 M in ethanol-water (2:1)) at room temperature. The mixture was heated to 80° C. for 1 hour. After the mixture had been cooled to room temperature, 20 mL of ethyl acetate, and approximately 15 mL of 2 M HCl were added. The organic phase was separated and the aqueous layer was extracted with three 20 mL portions of ethyl acetate. The combined organic phases were dried over magnesium sulfate. The solvent was removed to yield 800 mg (99%) of 3-(2,3-dihydrobenzofur-7-yl)-3-methylbutanoic acid as an orange-brown solid.

Aufarbeitung

  1. temperatureAfter the mixture had been cooled to room temperature
  2. customThe organic phase was separated
  3. extractionthe aqueous layer was extracted with three 20 mL portions of ethyl acetate
  4. dry with materialThe combined organic phases were dried over magnesium sulfate
  5. customThe solvent was removed

Quellen und Nachweise

ORD-Eintrag
ord-5a60ab55f63f4f6797f9db83a417b27a
Quelldatensatz
uspto-grants-2007_09
Patentnummer
US07268152B2

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