Hydrochloric Acid → 5-Benzyloxy-6-methyl-1H-indole-2-carboxylic acid

HRID 1674576Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1674576
C[O:2][C:3]([C:5]1[NH:6][C:7]2[C:12]([CH:13]=1)=[CH:11][C:10]([O:14][CH2:15][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[C:9]([CH3:22])[CH:8]=2)=[O:4].O1CCOCC1.O.[OH-].[Li+].Cl>O>[CH2:15]([O:14][C:10]1[CH:11]=[C:12]2[C:7](=[CH:8][C:9]=1[CH3:22])[NH:6][C:5]([C:3]([OH:4])=[O:2])=[CH:13]2)[C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 168937Lithium hydroxide, monohydrateHCID 584374865-Benzyloxy-6-methyl-1H-indole-2-carboxylic acid methyl ester

Produkt 1

HCID 584374985-Benzyloxy-6-methyl-1H-indole-2-carboxylic acidAusbeute 80,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

To a solution of 5-benzyloxy-6-methyl-1H-indole-2-carboxylic acid methyl ester (1.3 g) in a mixed solvent of 1,4-dioxane (40 mL) and water (20 mL) was added Lithium hydroxide mono hydrate (1.8 g) at room temperature and this mixture was stirred at 50° C. for 1 hour. After this reaction mixture was cooled to room temperature, 1 mol/L hydrochloric acid was added. This precipitated solid was collected by filtration, and washed with water, dried under reduced pressure to give the title compound (1.0 g).

Aufarbeitung

  1. temperatureAfter this reaction mixture was cooled to room temperature
  2. filtrationThis precipitated solid was collected by filtration
  3. washwashed with water
  4. customdried under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-a7596903ca8e4aed94700594e5715f3f
Quelldatensatz
uspto-grants-2011_08
Patentnummer
US08003647B2

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