Reaktion #338901

Reaktionsgleichung

hydrochloric acid

7,7′-dibromo-3,3′,5,5′-tetramethyl-1,1′-biadamantane

1,3-dibromobenzene

aluminum bromide

→

7,7′-bis(3,5-dibromophenyl)-3,3′,5,5′-tetramethyl-1,1′-biadamantane

Ausbeute 180.0%

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONAfter the addition
2. 2
   workup.STIRRINGthe mixture was agitated at 50° C. for seven hours
3. 3
   SonstigeReaction solution
4. 4
   SonstigeAfter an aqueous layer was separated
5. 5
   Sonstigeremoved
6. 6
   workup.ADDITION1 L of acetone was added
7. 7
   SonstigeSolid thus precipitated
8. 8
   Filtrationwas collected by filtration
9. 9
   Sonstigedried under reduced pressure

Vorschrift

In a 1 L recovery flask, 48.4 g of 7,7′-dibromo-3,3′,5,5′-tetramethyl-1,1′-biadamantane (100 mmol), 1,180 g of 1,3-dibromobenzene (5.00 mol) and a stirrer were charged. Under nitrogen flow, 26.7 g of aluminum bromide (100 mmol) was gradually added thereto with agitating at room temperature. After the addition, the mixture was agitated at 50° C. for seven hours. Reaction solution was added to 2 L of 1 mol/L hydrochloric acid aqueous solution. After an aqueous layer was separated and removed therefrom, 1 L of acetone was added. Solid thus precipitated was collected by filtration and dried under reduced pressure, thus obtaining 71.5 g of 7,7′-bis(3,5-dibromophenyl)-3,3′,5,5′-tetramethyl-1,1′-biadamantane (90.0 mmol; yield: 90.0%).

Quelle