Reaktion #1524715

Reaktionsgleichung

iodine

2-bromo-6-cyclohex-2-en-1-ylaniline

sodium bicarbonate

→

8-bromo-1-iodo-2,3,4,4a,9,9a-hexahydro-1H-carbazole

Lösungsmittel

dichloromethane

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   WaschenThe organic phase was washed with a 10% w/w aqueous solution of sodium thiosulfate
2. 2
   Waschenwashed with brine
3. 3
   Sonstigewas dried
4. 4
   EinengenThe organic solution was concentrated

Vorschrift

To the 2-bromo-6-cyclohex-2-en-1-ylaniline mixture (0.85 g, 3.4 mmol) above in dichloromethane (50 mL) was added sodium bicarbonate (2.3 g, 27 mmol) followed by iodine (3.5 g, 14 mmol). The reaction was stirred for 3 hours and then diluted with dichloromethane (100 mL). The organic phase was washed with a 10% w/w aqueous solution of sodium thiosulfate, washed with brine, and was dried by passing through a hydrophobic frit. The organic solution was concentrated to leave crude 8-bromo-1-iodo-2,3,4,4a,9,9a-hexahydro-1H-carbazole. MS m/z 378, 380 (M+1).

Quelle