Sodium Hydroxide → 4-(3-(Cyclopropylmethyl)ureido)benzoic acid

HRID 515325Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 515325
[CH:1]1([CH2:4][NH:5][C:6](=[O:19])[NH:7][C:8]2[CH:18]=[CH:17][C:11]([C:12]([O:14]CC)=[O:13])=[CH:10][CH:9]=2)[CH2:3][CH2:2]1.[OH-].[Na+]>C(O)C>[CH:1]1([CH2:4][NH:5][C:6](=[O:19])[NH:7][C:8]2[CH:9]=[CH:10][C:11]([C:12]([OH:14])=[O:13])=[CH:17][CH:18]=2)[CH2:2][CH2:3]1

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 3830959Ethyl 4-(3-(cyclopropylmethyl)ureido)benzoate

Produkt 1

HCID 580558194-(3-(Cyclopropylmethyl)ureido)benzoic acidAusbeute 93,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

Ethyl 4-(3-(cyclopropylmethyl)ureido)benzoate (55.3 mmol, 14.5 g) was suspended in ethanol (400 mL) and 4M sodium hydroxide (332 mmol, 83 mL) added. The reaction was then refluxed until complete saponification was achieved. The ethanol was removed by evaporation and the reaction neutralised with concentrated hydrochloric acid. The white precipitate was collected and washed with water. The material was dried under vacuum to give the title compound (12.1 g).

Aufarbeitung

  1. temperatureThe reaction was then refluxed until complete saponification
  2. customThe ethanol was removed by evaporation
  3. customthe reaction neutralised with concentrated hydrochloric acid
  4. customThe white precipitate was collected
  5. washwashed with water
  6. customThe material was dried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-c504d9ca6e2f4b2bb229cc65251b51d4
Quelldatensatz
uspto-grants-2015_08
Patentnummer
US09108939B2

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