Potassium Hydroxide → (E)-4-(Diethoxyphosphoryl)but-2-enoic acid

HRID 333041Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 333041
CC[O:3][C:4](/[CH:6]=[CH:7]/[CH2:8][P:9]([O:14][CH2:15][CH3:16])([O:11][CH2:12][CH3:13])=[O:10])=[O:5].[OH-].[K+]>O>[CH2:15]([O:14][P:9]([CH2:8]/[CH:7]=[CH:6]/[C:4]([OH:5])=[O:3])([O:11][CH2:12][CH3:13])=[O:10])[CH3:16]

Komponenten

4

Edukt 2

HCID 14797Potassium HydroxideHCID 5365783Triethyl 4-phosphonocrotonate, mixture of isomers

Produkt 1

HCID 6285301(E)-4-(Diethoxyphosphoryl)but-2-enoic acidAusbeute 89,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel2×

Versuchsvorschrift

To a solution of triethyl 4-phosphonocrotonate (5.53 g) in water (36 mL) was added a solution of potassium hydroxide (1.69 g) in water (36 mL) at room temperature, and the reaction solution was stirred for 3 hours. The resulting reaction solution was washed with dichloromethane, and the water layer was acidified to pH2 with concentrated hydrochloric acid and extracted with dichloromethane (550 mL). The combined organic layer was dried over anhydrous magnesium sulfate and concentrated to dryness under reduced pressure to give 4.41 g of 4-diethylphosphonocrotonic acid as a colorless solid.

Aufarbeitung

  1. customThe resulting reaction solution
  2. washwas washed with dichloromethane
  3. extractionextracted with dichloromethane (550 mL)
  4. dry with materialThe combined organic layer was dried over anhydrous magnesium sulfate
  5. concentrationconcentrated to dryness under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-eb25510adafd499e8edcda0bb0a3d1ed
Quelldatensatz
uspto-grants-2014_11
Patentnummer
US08877953B2

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