Reaktion #439537

Reaktionsgleichung

1-acetyl-6-bromoindolin-5-ol

K2CO3

iodomethane

→

title compound

Ausbeute 88.1%

1-Acetyl-6-bromo-5-methoxyindoline

Ausbeute 88.1%

Lösungsmittel

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Einengenconcentrated under vacuum to 200 ml
2. 2
   workup.ADDITIONThe residue was treated with water (200 ml)
3. 3
   Filtrationthe precipitate filtered off
4. 4
   Sonstigedried
5. 5
   Sonstigerecrystallised from EtOAc

Vorschrift

A stirred solution of 1-acetyl-6-bromoindolin-5-ol (Tetrahedron 1973, 29(8), 1115; 40 g, 0.15 mole) in DMF (500 ml) was treated with K2CO3 (61 g, 0.45 mole) and iodomethane (11.7 ml, 0.19 mole) and maintained at room temperature for 20 h, then concentrated under vacuum to 200 ml. The residue was treated with water (200 ml) and the precipitate filtered off, dried and recrystallised from EtOAc to afford the title compound as a white solid (35.7 g, 85%).

Quelle