Hydrochloric Acid → 3-(3-Phenyl-1H-1,2,4-triazol-1-yl)propionoic acid

HRID 1621103Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1621103
[C:1]1([C:7]2[N:11]=[CH:10][NH:9][N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl[CH2:13][CH2:14][C:15]([OH:17])=[O:16].[OH-].[Na+].Cl>O>[C:1]1([C:7]2[N:11]=[CH:10][N:9]([CH2:13][CH2:14][C:15]([OH:17])=[O:16])[N:8]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 78993-Chloropropionic acid2×HCID 14798Sodium Hydroxide2×HCID 178420160HCID 178420160, Verbindung

Produkt 1

HCID 124615483-(3-Phenyl-1H-1,2,4-triazol-1-yl)propionoic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
115 °C

Versuchsvorschrift

A mixture of 3-phenyl-1H-1,2,4-triazole (1.46 g, 9.05 mmol), 3-chloropropionic acid (1.08 g, 9.96 mmol) and sodium hydroxide (2M, 9.05 mL, 18.1 mmol) in water (3 mL) was heated to 115° C. and stirred for 66 h. Another 0.5 equivalents of each 3-chloropropanoic acid and sodium hydroxide were added (pH increase to 11) and stirring was continued for another 24 h. Hydrochloric acid (2M, 10 mL) was added, the suspension was filtered and extracted with dichloromethane. The product was obtained after purification by supercritical fluid chromatography as light brown solid (236 mg, 1.09 mmol, 12.0%). MS: M=218.1 (M+H)+

Aufarbeitung

  1. temperaturepH increase to 11) and
  2. stirringstirring
  3. waitwas continued for another 24 h
  4. filtrationthe suspension was filtered
  5. extractionextracted with dichloromethane
  6. customThe product was obtained

Quellen und Nachweise

ORD-Eintrag
ord-fece11ea03634350a893b80cc94d85f4
Quelldatensatz
uspto-grants-2014_07
Patentnummer
US08772510B2

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