Hydrochloric Acid → 1-(4-Bromobenzyl)-5-methoxy-2-methylindole-3-acetic acid

HRID 2394241

Reaktionsgleichung

Reaktionsgleichung von HRID 2394241
[Br:1][C:2]1[CH:25]=[CH:24][C:5]([CH2:6][N:7]2[C:15]3[C:10](=[CH:11][C:12]([O:16][CH3:17])=[CH:13][CH:14]=3)[C:9]([CH2:18][C:19]([O:21]C)=[O:20])=[C:8]2[CH3:23])=[CH:4][CH:3]=1.[OH-].[K+].CO.Cl>C1COCC1.O>[Br:1][C:2]1[CH:25]=[CH:24][C:5]([CH2:6][N:7]2[C:15]3[C:10](=[CH:11][C:12]([O:16][CH3:17])=[CH:13][CH:14]=3)[C:9]([CH2:18][C:19]([OH:21])=[O:20])=[C:8]2[CH3:23])=[CH:4][CH:3]=1

Komponenten

7

Edukt 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 14797Potassium HydroxideHCID 54300597HCID 54300597, Verbindung

Produkt 1

HCID 108102851-(4-Bromobenzyl)-5-methoxy-2-methylindole-3-acetic acidAusbeute 98,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A solution of methyl 1-(4-bromobenzyl)-5-methoxy-2-methylindole-3-acetate (10 g, 24.9 mmol) and KOH (1.7 g, 30 mmol) in 45 mL of THF, 5 mL of H2O, and 2 mL of methanol was heated at reflux for 1 h. The reaction mixture was cooled to 0° C. and neutralized with concentrated HCl. The solvent volume was reduced by rotary evaporation. The precipitate was collected and washed with H2O. The white solid was dried in a vacuum oven to give 9.5 g (98%) of the carboxylic acid.

Aufarbeitung

  1. temperatureat reflux for 1 h
  2. customThe solvent volume was reduced by rotary evaporation
  3. customThe precipitate was collected
  4. washwashed with H2O
  5. customThe white solid was dried in a vacuum oven

Quellen und Nachweise

ORD-Eintrag
ord-8d56a8b8602a4aa1b2296da60f790b91
Quelldatensatz
uspto-grants-1998_09
Patentnummer
US05811425

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