Sodium Hydroxide → 1-Acetyl-3-(2-hydroxyethyl)-4,6-dimethylindoline

HRID 1107955Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1107955
[C:1]([N:4]1[C:12]2[C:7](=[C:8]([CH3:14])[CH:9]=[C:10]([CH3:13])[CH:11]=2)[CH:6]([CH2:15][CH2:16][O:17]C(=O)C)[CH2:5]1)(=[O:3])[CH3:2].[OH-].[Na+]>C(Cl)(Cl)Cl.CO.O>[C:1]([N:4]1[C:12]2[C:7](=[C:8]([CH3:14])[CH:9]=[C:10]([CH3:13])[CH:11]=2)[CH:6]([CH2:15][CH2:16][OH:17])[CH2:5]1)(=[O:3])[CH3:2]

Komponenten

5

Edukt 2

HCID 14798Sodium HydroxideHCID 222473471-Acetyl-3-(2-acetoxyethyl)-4,6-dimethylindoline

Produkt 1

HCID 222473161-Acetyl-3-(2-hydroxyethyl)-4,6-dimethylindolineAusbeute 70,8 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 21584188Chloroform methanolLösungsmittel

Versuchsvorschrift

1-Acetyl-3-(2-acetoxyethyl)-4,6-dimethylindoline (2.0 g) was dissolved in a mixture of CHCl3 /MeOH=1/1 (25 ml), and a solution of NaOH (1.5 g) in water (5 ml) was added, which was followed by stirring at room temperature for 1 hr. The solvent was evaporated under reduced pressure. CHCl3 (100 ml) was added, and the mixture was washed with water and dried over anhydrous sodium sulfate. CHCl3 was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: CHCl3 /MeOH=50/1-10/1) to give 1.2 g of 1-acetyl-3-(2-hydroxyethyl)-4,6-dimethylindoline.

Aufarbeitung

  1. customThe solvent was evaporated under reduced pressure
  2. additionCHCl3 (100 ml) was added
  3. washthe mixture was washed with water
  4. dry with materialdried over anhydrous sodium sulfate
  5. customCHCl3 was evaporated under reduced pressure
  6. customThe residue was purified by silica gel column chromatography (eluent: CHCl3 /MeOH=50/1-10/1)

Quellen und Nachweise

ORD-Eintrag
ord-f1bb1c3f82d44a7bab3e1d893d7f0ea0
Quelldatensatz
uspto-grants-2000_05
Patentnummer
US06063806

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