Hydrochloric Acid → 4-phenyl-1H-pyrrole-2-carboxylic acid

HRID 1178117Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1178117
[Li+].[OH-].C([O:5][C:6]([C:8]1[NH:9][CH:10]=[C:11]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:12]=1)=[O:7])C.O.Cl>C1COCC1.CO.O>[C:13]1([C:11]2[CH:12]=[C:8]([C:6]([OH:7])=[O:5])[NH:9][CH:10]=2)[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 3939Lithium HydroxideHCID 14643813Ethyl 4-phenyl-1H-pyrrole-2-carboxylate

Produkt 1

HCID 128971004-phenyl-1H-pyrrole-2-carboxylic acidAusbeute 83,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 21892291Methanol tetrahydrofuran waterLösungsmittel

Versuchsvorschrift

LiOH (180 mg, 4.3 mmol) was added to a stirred solution of 4-phenyl-1H-pyrrole-2-carboxylic acid ethyl ester (143 mg, 0.66 mmol) in THF:MeOH:H2O (3:1:1, 5 mL), and the resulting mixture was stirred at room temperature for 8 hrs. The reaction mixture was concentrated under reduced pressure to get the residue. Cold water was then added and acidified it with concentrated HCl, filtered the solid precipitated to afford 103 mg (83.06% yield) of 4-Phenyl-1H-pyrrole-2-carboxylic acid.

Aufarbeitung

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customto get the residue
  3. filtrationfiltered the solid
  4. customprecipitated

Quellen und Nachweise

ORD-Eintrag
ord-0fffb217e08f442b921fbebb8c490f41
Quelldatensatz
uspto-grants-2010_11
Patentnummer
US07842696B2

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