ChemicalBook CAS DataBase List 7-Fluoroindole

7-Fluoroindole synthesis

14synthesis methods

Product Name:7-Fluoroindole
CAS Number:387-44-0
Molecular formula:C8H6FN
Molecular Weight:135.14

317-20-4

387-44-0

Under nitrogen protection, 4 g (0.024 mol) of 7-fluoroindigo red and 3.52 g (0.093 mol) of sodium borohydride were placed in a dry four-necked flask and cooled below -10 °C. Under stirring conditions, 40 mL of anhydrous tetrahydrofuran and 7.6 g (0.054 mol) of boron trifluoride ether compounds were slowly added dropwise, keeping the temperature at no more than -5 °C throughout the dropwise addition. The reaction mixture was stirred at room temperature overnight. Upon completion of the reaction, a solution prepared from 6.6 g of sodium bisulfate and 70 mL of water was slowly added dropwise to the reaction mixture. Subsequently, the mixture was steam distilled and the distillate was extracted with ethyl acetate. The extract was dried over anhydrous magnesium sulfate and the solvent was removed by distillation to give 2.58 g of white acicular 7-fluoroindole in 78.8% yield.

317-20-4 Synthesis

317-20-4
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$6.00/1g

387-44-0
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$24.00/1g

Yield:387-44-0 78.8%

Reaction Conditions:

with sodium tetrahydroborate;boron trifluoride diethyl etherate in tetrahydrofuran at -10 - -5;Inert atmosphere;

Steps:

1 Example 1

Under nitrogen protection,4 g (0.024 mol) of 7-fluoro isatinAnd 3.52 g (0.093 mol) of sodium borohydride were put into a dry four-necked flask,Cooled to -10 ° C or less,Stirring,To this, 40 mL of dry tetrahydrofuran was slowly added dropwiseAnd 7.6 g (0.054 mol) of borontrifluoride etherate,The whole process control temperature does not exceed -5 ,Reaction overnight,Reaction completed,A solution of 6.6 g of sodium hydrogen sulfate and 70 mL of water was slowly added dropwise to the solution,Steam distillation mixture,The distillate was extracted with ethyl acetate,Dried over anhydrous magnesium sulfate,The solvent was distilled off,To give 2.58 g of white needles (yield 78.8%).

References:

CN105732462,2016,A Location in patent:Paragraph 0016; 0019