1-Acetyl-5-carbomethoxy-7-chloro-4-methoxy-1,2-dihydroindole → 1-Acetyl-5-carboxy-7-chloro-4-methoxy-1,2-dihydroindole

HRID 2074003Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2074003
[C:1]([N:4]1[C:12]2[C:7](=[C:8]([O:18][CH3:19])[C:9]([C:14]([O:16]C)=[O:15])=[CH:10][C:11]=2[Cl:13])[CH2:6][CH2:5]1)(=[O:3])[CH3:2]>[OH-].[Na+].CO>[C:1]([N:4]1[C:12]2[C:7](=[C:8]([O:18][CH3:19])[C:9]([C:14]([OH:16])=[O:15])=[CH:10][C:11]=2[Cl:13])[CH2:6][CH2:5]1)(=[O:3])[CH3:2]

Komponenten

3

Edukt 1

HCID 105649501-Acetyl-5-carbomethoxy-7-chloro-4-methoxy-1,2-dihydroindole

Produkt 1

HCID 148832261-Acetyl-5-carboxy-7-chloro-4-methoxy-1,2-dihydroindole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 23721981Sodium hydroxide methanolLösungsmittel

Versuchsvorschrift

A mixture of the indole ester of step 9 above (0.8 g) and 10% aqueous NaOH/MeOH (20 ml/80 ml) is stirred under reflux for 2 hours. The reaction mixture is concentrated and the aqueous residue is diluted with water and extracted with CHCl3. The organic layer is dried (MgSO4) and evaporated affording an off-white solid which is determined to be the desired compound by NMR.

Aufarbeitung

  1. temperatureunder reflux for 2 hours
  2. concentrationThe reaction mixture is concentrated
  3. additionthe aqueous residue is diluted with water
  4. extractionextracted with CHCl3
  5. dry with materialThe organic layer is dried (MgSO4)
  6. customevaporated
  7. customaffording an off-white solid which

Quellen und Nachweise

ORD-Eintrag
ord-2d6adf4bd802410b97733c9b3797b538
Quelldatensatz
uspto-grants-1990_04
Patentnummer
US04920219

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