Réaction #40499

Équation de réaction

4-methyl-9H-β-carboline

NCS

sodium bicarbonate

→

6-chloro-4-methyl-9H-β-carboline

Rendement 93.7%

Solvants

HCl

Conditions de réaction

Traitement

1. 1
   workup.STIRRINGthe reaction mixture was stirred for 5 hr
2. 2
   Extractionthe reaction mixture was extracted twice with EtOAc (100 ml)
3. 3
   LavageThe combined organic layers were washed with brine
4. 4
   Séchagedried over MgSO4
5. 5
   Filtrationfiltered
6. 6
   Concentrationconcentrated

Mode opératoire

4-methyl-9H-β-carboline (97 mg, 0.532 mmol) was dissolved in HCl (1N, 4 ml) and stirred at RT. NCS (85 mg, 0.637 mmol) was added thereto and the reaction mixture was stirred for 5 hr. Saturated sodium bicarbonate solution (20 ml) was added thereto and the reaction mixture was extracted twice with EtOAc (100 ml). The combined organic layers were washed with brine, dried over MgSO4, filtered, and concentrated to give 6-chloro-4-methyl-9H-β-carboline (108 mg) as an oil.

Source