Lithium Hydroxide → 1-[(4-Ethoxybenzoyl)amino]cyclopropanecarboxylic acid

HRID 2068551Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2068551
[CH2:1]([O:3][C:4]1[CH:20]=[CH:19][C:7]([C:8]([NH:10][C:11]2([C:14]([O:16]CC)=[O:15])[CH2:13][CH2:12]2)=[O:9])=[CH:6][CH:5]=1)[CH3:2].[OH-].[Li+]>O1CCOCC1.O>[CH2:1]([O:3][C:4]1[CH:5]=[CH:6][C:7]([C:8]([NH:10][C:11]2([C:14]([OH:16])=[O:15])[CH2:12][CH2:13]2)=[O:9])=[CH:19][CH:20]=1)[CH3:2]

Komponenten

5

Edukt 2

HCID 3939Lithium HydroxideHCID 58304093Ethyl 1-[(4-ethoxybenzoyl)amino]cyclopropanecarboxylate

Produkt 1

HCID 583041121-[(4-Ethoxybenzoyl)amino]cyclopropanecarboxylic acidAusbeute 73,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

Dissolve ethyl 1-[(4-ethoxybenzoyl)amino]cyclopropanecarboxylate (4.25 g, 15.33 mmol) in 1,4-dioxane (60 mL) and add lithium hydroxide (LiOH) (3.22 g, 76.63 mmol) dissolved in water (30 mL). Stir the reaction for approximately 16 hours at ambient temperature. Concentrate the mixture under reduced pressure, add water, acidify with 5N HCl, and collect the precipitate by filtration to give the title compound (2.8 g, 73%) as a white solid: MS (m/z): 248 (M+1).

Aufarbeitung

  1. customthe reaction for approximately 16 hours at ambient temperature
  2. concentrationConcentrate the mixture under reduced pressure
  3. additionadd water
  4. customcollect the precipitate
  5. filtrationby filtration

Quellen und Nachweise

ORD-Eintrag
ord-11393c99d8094dba931f8a16b0bc4940
Quelldatensatz
uspto-grants-2012_10
Patentnummer
US08299061B2

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