ChemicalBook CAS DataBase List 4-bromo-9,9'-Spirobi[9H-fluorene

4-bromo-9,9'-Spirobi[9H-fluorene synthesis

12synthesis methods

Product Name:4-bromo-9,9'-Spirobi[9H-fluorene
CAS Number:1161009-88-6
Molecular formula:C25H15Br
Molecular Weight:395.29

486-25-9 Synthesis

486-25-9
454 suppliers
$5.00/25g

13029-09-9 Synthesis

13029-09-9
282 suppliers
$20.00/1g

1161009-88-6
163 suppliers
$7.00/1g

Yield:1161009-88-6 98%

Reaction Conditions:

Stage #1:2,2'-dibromobiphenyl with n-butyllithium in tetrahydrofuran;hexane at -78; for 0.5 h;Inert atmosphere;
Stage #2:9-fluorenone in tetrahydrofuran;hexane at -78 - 20;
Stage #3: with hydrogenchloride;acetic acid in tetrahydrofuran;hexane;water for 2 h;Reflux;

Steps:

1.1b 1b) Synthesis of 4-bromo-spiro-9,9'-spirobifluorene
At -78° C under argon with 318mL n-BuLi (in hexane 2.5M, 785mmol)2,2'-dibromobiphenyl(250g, 785mmol) in THF (1900ml) was added.The mixture was stirred for 30 minutes. Was added dropwise 9-one (144g, 785mmol) in 1000mLTHF added. The reaction was carried out at -78° C for 30 minutes and then stirred at room temperature and Stirred overnight. The reaction was quenched with water, and the solid was filtered. Without further purification,Said alcohol (299g, 92%), acetic acid (2200mL) and concentrated HCl (100mL) mixed .It was refluxed for 2 hours. After cooling, the mixture was filtered and washed with water and vacuum dry. The product was isolated as a white solid (280g, 98% of theory).

References:

Merck Patent Ltd. CN105218302, 2016, A Location in patent:Paragraph 0241; 0242; 0243

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