Hydrochloric Acid → 3-(4-Hydroxyphenyl)hex-4-ynoic acid

HRID 922269

Reaktionsgleichung

Reaktionsgleichung von HRID 922269
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([CH:12]2C(=O)OC(C)(C)[O:14][C:13]2=[O:21])[C:9]#[C:10][CH3:11])=[CH:4][CH:3]=1.O.Cl>C(C(CC)=O)C>[OH:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]([C:9]#[C:10][CH3:11])[CH2:12][C:13]([OH:21])=[O:14])=[CH:6][CH:7]=1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 598551335-(1-(4-Hydroxyphenyl)but-2-yn-1-yl)-2,2-dimethyl-1,3-dioxane-4,6-dione

Produkt 1

HCID 598551363-(4-Hydroxyphenyl)hex-4-ynoic acidAusbeute 100 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 7288Ethyl ketoneLösungsmittel

Versuchsvorschrift

To a 250 mL 3-necked RB flask fitted with magnetic stirrer was charged with 5-[1-(4-hydroxyphenyl)but-2-yn-1-yl]-2,2-dimethyl-1,3-dioxane-4,6-dione (5.8 g, 20.13 mmol) in diethyl ketone was added water (13 mL), the reaction mixture was heated to refluxed for 48 h. The RM was acidified with 1N HCl and extracted with ethyl acetate. The organic layer was washed with water, dried over anhydrous sodium sulphat. Finally removal of solvent under reduced pressure to obtain the product (4.11 g, yield: 100.0%).

Aufarbeitung

  1. customTo a 250 mL 3-necked RB flask fitted with magnetic stirrer
  2. temperaturethe reaction mixture was heated
  3. temperatureto refluxed for 48 h
  4. extractionextracted with ethyl acetate
  5. washThe organic layer was washed with water
  6. dry with materialdried over anhydrous sodium sulphat
  7. customFinally removal of solvent under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-41fff5c63dc54b33b6a24ec418b79b06
Quelldatensatz
uspto-grants-2016_03
Patentnummer
US09278915B2

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