Beta-Alanine → 3-(Cyclohexylformamido)propanoic acid

HRID 1428419Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1428419
[NH2:1][CH2:2][CH2:3][C:4]([OH:6])=[O:5].[OH-].[Na+].[CH:9]1([C:15](Cl)=[O:16])[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]1.Cl>O>[CH:9]1([C:15]([NH:1][CH2:2][CH2:3][C:4]([OH:6])=[O:5])=[O:16])[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]1

Komponenten

6

Edukt 4

HCID 239Beta-AlanineHCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 75938Cyclohexanecarbonyl chloride

Produkt 1

HCID 119834713-(Cyclohexylformamido)propanoic acidAusbeute 85 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

Ten grams of β-alanine and 9 g of sodium hydroxide were dissolved in 100 mL of purified water, and 14.9 g of cyclohexanecarbonyl chloride were added dropwise under freezing conditions. After stirring for five hours, hydrochloric acid was added and the pH was adjusted to 2 or less. After extraction with 500 mL of ethyl acetate, the product was desiccated over magnesium sulfate, filtered, and concentrated under reduced pressure. The resulting residue was recrystallized with aqueous ethanol, and 17.2 g of the desired product was obtained (yield of 85%).

Aufarbeitung

  1. extractionAfter extraction with 500 mL of ethyl acetate
  2. filtrationfiltered
  3. concentrationconcentrated under reduced pressure
  4. customThe resulting residue was recrystallized with aqueous ethanol

Quellen und Nachweise

ORD-Eintrag
ord-7123eef2ed094a5e80f4dfc4d6e1b5a9
Quelldatensatz
uspto-grants-2015_01
Patentnummer
US08937090B2

Notizen zur Reaktion

Wird geladen…