Reaction #2139924

Reaction equation

fluorenone

2-bromobiphenyl

→

9.9′-Spirobifluorene

Yield 80.0%

Solvents

ether

ether

Conditions

Workup

1. 1
   workup.ADDITIONwas added
2. 2
   Temperaturerefluxed
3. 3
   FiltrationThe produced yellow precipitate was filtered
4. 4
   workup.STIRRINGstirred in cold ammonium chloride
5. 5
   Filtrationthe obtained crystal was filtered again
6. 6
   Otherdried
7. 7
   workup.ADDITIONThereafter, acetic acid was added to the solid product
8. 8
   Temperaturethe solution was refluxed
9. 9
   workup.STIRRINGwhile stirring
10. 10
    workup.ADDITIONA small amount of hydrochloric acid was added
11. 11
    Otherto obtain the solid target compound
12. 12
    FiltrationThe solid target compound was filtered
13. 13
    Washwashed
14. 14
    Otherto obtain pure target compound with the yield of 80%

Procedure

As shown in the following reaction 1, 6.1 g of 2-bromobiphenyl and 0.585 g of dried Mg were dissolved with ether, and 4.2 g of fluorenone dissolved in ether was added thereto, and refluxed while stirring overnight. The produced yellow precipitate was filtered, and stirred in cold ammonium chloride, and then the obtained crystal was filtered again and dried. Thereafter, acetic acid was added to the solid product, and the solution was refluxed while stirring. A small amount of hydrochloric acid was added thereto to obtain the solid target compound. The solid target compound was filtered and washed to obtain pure target compound with the yield of 80%.

Source