Hydrochloric Acid → 1-[5-Hydroxy-2-(phenylethynyl)phenyl]-2-propanone

HRID 2291904Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2291904
C([O:4][C:5]1[CH:6]=[CH:7][C:8]([C:15]#[C:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[C:9]([CH2:11][C:12](=[O:14])[CH3:13])[CH:10]=1)(=O)C.[OH-].[Na+].Cl>CO>[OH:4][C:5]1[CH:6]=[CH:7][C:8]([C:15]#[C:16][C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)=[C:9]([CH2:11][C:12](=[O:14])[CH3:13])[CH:10]=1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 212782901-[5-Acetoxy-2-(phenylethynyl)phenyl]-2-propanone

Produkt 1

HCID 212782891-[5-Hydroxy-2-(phenylethynyl)phenyl]-2-propanoneAusbeute 101 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

1-[5-Acetoxy-2-(phenylethynyl)phenyl]-2-propanone (3.3 g, 11 mmole) was dissolved in MeOH (15 mL) and treated with 50% sodium hydroxide solution (1.8 g, 22 mmole) under argon. The reaction was stirred for 1 hr then poured into dilute hydrochloric acid and extracted with diethyl ether. The combined organic extracts were washed with water and brine, dried over anhydrous sodium sulfate, filtered and concentrated. The product was dried under vacuum to yield 2.78 g (98%) of the title compound.

Aufarbeitung

  1. extractionextracted with diethyl ether
  2. washThe combined organic extracts were washed with water and brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customThe product was dried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-d5c60c1579594ad2a2cbc52e098f12ea
Quelldatensatz
uspto-grants-1989_01
Patentnummer
US04798893

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