methyl 3-acetyl-6-chloro-1H-indole-5-carboxylate → 3-acetyl-6-chloro-1H-indole-5-carboxylic acid

HRID 1891019Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1891019
[C:1]([C:4]1[C:12]2[C:7](=[CH:8][C:9]([Cl:17])=[C:10]([C:13]([O:15]C)=[O:14])[CH:11]=2)[NH:6][CH:5]=1)(=[O:3])[CH3:2]>[OH-].[Na+].O1CCOCC1>[C:1]([C:4]1[C:12]2[C:7](=[CH:8][C:9]([Cl:17])=[C:10]([C:13]([OH:15])=[O:14])[CH:11]=2)[NH:6][CH:5]=1)(=[O:3])[CH3:2]

Komponenten

4

Edukt 1

HCID 67774875methyl 3-acetyl-6-chloro-1H-indole-5-carboxylate

Produkt 1

HCID 677727683-acetyl-6-chloro-1H-indole-5-carboxylic acidAusbeute 96 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 14798Sodium HydroxideLösungsmittelHCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

A solution of methyl 3-acetyl-6-chloro-1H-indole-5-carboxylate (0.21 g, 0.84 mmol) in 1.5 N sodium hydroxide (0.7 mL) and dioxane (0.5 mL) was heated at 60 C for 6 h and stirred overnight at room temperature. The reaction was quenched by the addition of acetic acid and diluted with water. The resulting solid was filtered, washed with water and dried in vacuo to give the title compound (0.17 g, 96%) as pale yellow powder, m/z=238 (M+H).

Aufarbeitung

  1. customThe reaction was quenched by the addition of acetic acid
  2. additiondiluted with water
  3. filtrationThe resulting solid was filtered
  4. washwashed with water
  5. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-16c9e3526619438c92b2f5f37701ded0
Quelldatensatz
uspto-grants-2013_08
Patentnummer
US08507499B2

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