Reaction #155713

Reaction equation

2-aminophenanthrene

hydrobromic acid

ammonia water

→

colorless crystal

Yield 90.0%

2-amino-1-bromophenanthrene

Yield 90.0%

Solvents

—

N,N-dimethyl sulfoxide

water

Conditions

Workup

1. 1
   workup.STIRRINGThe mixture was continuously stirred at room temperature for 20 hours
2. 2
   workup.STIRRINGwas then stirred at 100° C. for 1 hour
3. 3
   Temperatureunder heat
4. 4
   TemperatureAfter having been cooled to room temperature
5. 5
   Otherthe crystal was separated by filtration
6. 6
   OtherThe resultant solid was recrystallized with ethanol and water

Procedure

First, 10.0 g of 2-aminophenanthrene were dissolved in 75 mL of N,N-dimethyl sulfoxide, and then 8.3 g of 48% hydrobromic acid were dropped to the solution over 4 hours while the solution was stirred at room temperature. The mixture was continuously stirred at room temperature for 20 hours, and was then stirred at 100° C. for 1 hour under heat. After having been cooled to room temperature, the reaction solution was poured into 300 mL of water. After the mixed solution had been neutralized with ammonia water, the crystal was separated by filtration. The resultant solid was recrystallized with ethanol and water. Thus, 12.6 g of a colorless crystal were obtained (in 90% yield).

Source