ChemicalBook CAS DataBase List 2-Bromo-6-fluorobenzaldehyde

2-Bromo-6-fluorobenzaldehyde synthesis

5synthesis methods

Product Name:2-Bromo-6-fluorobenzaldehyde
CAS Number:360575-28-6
Molecular formula:C7H4BrFO
Molecular Weight:203.01

107-31-3
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$16.00/25mL

1073-06-9 Synthesis

1073-06-9
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$6.00/10g

360575-28-6
277 suppliers
$10.00/1g

Yield:360575-28-6 93%

Reaction Conditions:

Stage #1:3-fluorobromobenzene with n-butyllithium;N-ethyl-N,N-diisopropylamine in tetrahydrofuran;hexane at -78; for 1 h;Inert atmosphere;
Stage #2:Methyl formate in tetrahydrofuran;hexane at 20; for 0.5 h;Inert atmosphere;

Steps:

31.1 Step 1:
Step 1: (0458) Diisopropylamine (5.14 g, 50.8 mmol) was dissolved in dry tetrahydrofuran (50 ml) under a nitrogen atmosphere, n-butyllithium in hexane (20.3 ml, 50.8 mml) was added dropwise thereto at 0° C. followed by stirring for 30 minutes. The reaction mixture was cooled to -78° C., 1-bromo-3-fluorobenzene 31-a (10.0 g, 42.4 mml) in dry tetrahydrofuran (100 ml) solution was added dropwise thereto followed by stirring for 30 minutes. Methyl formate (7.63 g, 127.2 mml) was added dropwise thereto followed by stirring for 30 minutes. The mixture was warmed to room temperature, extracted with ethyl acetate (100 ml×3) and 1N hydrochloric acid (100 ml). The combined organic phase was dried over anhydrous sodium sulfate, filtered, concentrated, subjected to column chromatography to give 31-b as a white solid (8.0 g, yield: 93%).

References:

SHANGHAI INSTITUTE OF MATERIA MEDICA, CHINESE ACADEMY OF SCIENCES;SUZHOU VIGONVITA LIFE SCIENCES CO., LTD.;TOPHARMAN SHANDONG CO., LTD.;JIANG, Hualiang;WANG, Zhen;LI, Jianfeng;ZHANG, Rongxia;HE, Yang;LIU, Yongjian;BI, Minghao;LIU, Zheng;TIAN, Guanghui;CHEN, Weiming;YANG, Feipu;WU, Chunhui;WANG, Yu;JIANG, Xiangrui;YIN, Jingjing;WANG, Guan;SHEN, Jingshan US2017/158680, 2017, A1 Location in patent:Paragraph 0456; 0457; 0458

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1073-06-9 Synthesis

1073-06-9
427 suppliers
$6.00/10g