Reaktion #1066745

Reaktionsgleichung

CO2

NaHCO3

5-aminobenzo[b]thiophene hydrochloride

benzyl bromide

→

5-(dibenzyl)aminobenzo[b]thiophene

Ausbeute 121.4%

Lösungsmittel

DMSO

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigethe solid then was collected
2. 2
   Sonstigerecrystallized from CH3CN

Vorschrift

A stirred solution of 5-aminobenzo[b]thiophene hydrochloride (4.65 g, 0.025 mole) in dry DMSO (40 ml) was treated with benzyl bromide (6 ml, 0.05 mole) followed by solid NaHCO3 (6.3 g, 0.075 mole). After the immediate, vigorous evolution of CO2, the mixture set to a solid mass. This was held at ambient temperature overnight and the solid then was collected and recrystallized from CH3CN to obtain 5.0 g (61%) of 5-(dibenzyl)aminobenzo[b]thiophene, m.p. 114°-117° C. A sample recrystallized from ethyl acetate-hexane melted at 115°-117° C.

Quelle