Reaktion #533821

Reaktionsgleichung

Water

(4-bromophenyl)dinaphthalene-2-ylamine

n-butyllithium

2-isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

→

dinaphthalen-2-yl-[4-(4,4,5,5-tetramethyl[1,3,2]dioxaborolane-2-yl)phenyl]amine

Ausbeute 77.4%

Lösungsmittel

chloroform

THF

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturmaintained at the same temperature as above for an hour
2. 2
   Sonstigereaction
3. 3
   Temperaturwas maintained at the same temperature as above for an hour
4. 4
   TemperaturThe reaction solution was heated to room temperature (RT)
5. 5
   Sonstigethe reaction
6. 6
   Waschenwashed with 200 ml of water
7. 7
   TrocknenThe resulting organic layer was dried with anhydride magnesium sulfate

Vorschrift

8.5 g (20 mmol) of (4-bromophenyl)dinaphthalene-2-ylamine was dissolved in 100 ml of THF and was cooled to −78° C. 9.6 ml (24 mmol) of 2.5M n-butyllithium was added slowly to the THF solution and maintained at the same temperature as above for an hour to allow reaction. 4.4 g (24 mmol) of 2-isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane was added to the reaction solution, and was maintained at the same temperature as above for an hour. The reaction solution was heated to room temperature (RT) and stirred for 24 hours. Water was added to end the reaction. 300 ml of chloroform was added to the solution and washed with 200 ml of water. The resulting organic layer was dried with anhydride magnesium sulfate. 7.3 g of dinaphthalen-2-yl-[4-(4,4,5,5-tetramethyl[1,3,2]dioxaborolane-2-yl)phenyl]amine (intermediate B) was obtained through silica chromatography with a yield of 77%.

Quelle