Hydrochloric Acid → HCID 67401877, Verbindung

HRID 906109Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 906109
[OH:1][CH2:2][CH2:3][C:4]#[C:5][C:6]1[C:15]([O:16][CH3:17])=[CH:14][CH:13]=[CH:12][C:7]=1[C:8]([O:10]C)=[O:9].[OH-].[K+].Cl>CO.O>[OH:1][CH2:2][CH2:3][C:4]#[C:5][C:6]1[C:15]([O:16][CH3:17])=[CH:14][CH:13]=[CH:12][C:7]=1[C:8]([OH:10])=[O:9]

Komponenten

6

Edukt 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 67402660HCID 67402660, Verbindung

Produkt 1

HCID 67401877HCID 67401877, VerbindungAusbeute 99 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

Methyl 2-(4-hydroxybut-1-yn-1-yl)-3-(methyloxy)benzoate (0.056 g, 0.24 mmol) was dissolved in methanol (2 ml), and a solution of potassium hydroxide (0.027 g, 0.48 mmol) in water (0.5 ml) was added. The reaction mixture was stirred at 60° C. for 1 h, cooled to room temperature, and 1.5M hydrochloric acid was added to pH 4. The aqueous mixture was extracted with ethyl acetate, and the organic layer was washed with brine then dried over sodium sulfate. The mixture was then filtered and concentrated to give 2-(4-hydroxybut-1-yn-1-yl)-3-(methyloxy)benzoic acid (0.052 g, 99% yield). MS (EI) for C12H12O4: 219 (M−H).

Aufarbeitung

  1. temperaturecooled to room temperature
  2. extractionThe aqueous mixture was extracted with ethyl acetate
  3. washthe organic layer was washed with brine
  4. dry with materialthen dried over sodium sulfate
  5. filtrationThe mixture was then filtered
  6. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-63d9d8e13718418fadf74cf281a8491b
Quelldatensatz
uspto-grants-2011_09
Patentnummer
US08012956B2

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