ChemicalBook CAS DataBase List 2,7-Dibromo-9,9'-spiro-bifluorene

2,7-Dibromo-9,9'-spiro-bifluorene synthesis

15synthesis methods

Product Name:2,7-Dibromo-9,9'-spiro-bifluorene
CAS Number:171408-84-7
Molecular formula:C25H14Br2
Molecular Weight:474.19

14348-75-5 Synthesis

14348-75-5
314 suppliers
$14.00/1g

100-58-3
184 suppliers
$18.00/10ml

583-53-9
309 suppliers
$10.00/5g

171408-84-7
204 suppliers
$8.00/1g

Yield:171408-84-7 76.2%

Reaction Conditions:

Stage #1:phenylmagnesium bromide;2,3-dibromobenzene in 2-methyltetrahydrofuran at 80; for 12 h;Inert atmosphere;
Stage #2:2,7-dibromofluorene-9-one in 2-methyltetrahydrofuran;diethyl ether for 2 h;Reflux;
Stage #3: with hydrogenchloride;acetic acid in 2-methyltetrahydrofuran;diethyl ether at 75; for 4 h;

Steps:

2
A solution of 10 mL of o-dibromobenzene (0.1 mmol) in methyl tetrahydrofuran was added dropwise to a solution of 5 mL of phenylmagnesium bromide (0.11 mmol) in methyltetrahydrofuran under argon atmosphere at 80 ° C. Reaction 12 h. The reaction solution was then added dropwise to 10 mL of 2, 7-dibromofluorenone (0.1 mmol) in ether. The mixture was heated to reflux for 2 h, hydrolyzed and filtered. The solid was dissolved in 5 mL of mixed acid (glacial acetic acid and hydrochloric acid) (200-300 mesh silica gel) to give the product 2, 7-dibromo-9, 9 '-spirobifluorene , which was purified by column chromatography on silica gel eluted with a mixed solvent of methylene chloride and n-hexane.36 . 2 mg, yield 76.2%. The resulting 2, 7-dibromo-9,9-spirobifluorene was reacted with lithium diphenylphosphine (0.15 mmol) in tetrahydrofuran solvent. After refluxing for 12 h, methanol was added to the reaction solution, (200-300 mesh silica gel) to obtain the desired product. 2-Bis (diphenylphosphino) -9, 9-spirobifluorene 35. 9 mg was obtained by the same procedure as that of Example 1, Mg, and the yield was 70.1%.

References:

Henan Institute of Chemical Sciences Co.,Ltd;YANG, ZHENQIANG;YANG, RUINA;JIANG, WEIPENG;ZHOU, DUO;FENG, PEIPEI;QU, FENGBO CN103333204, 2016, B Location in patent:Paragraph 0023; 0024; 0025

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