6-Fluoro-1,2,3,4-tetrahydroquinoline

6-Fluoro-1,2,3,4-tetrahydroquinoline Suppliers list
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6-Fluoro-1,2,3,4-tetrahydroquinoline manufacturers

6-Fluoro-1,2,3,4-tetrahydroquinoline Basic information
Product Name:6-Fluoro-1,2,3,4-tetrahydroquinoline
Synonyms:Quinoline, 6-fluoro-1,2,3,4-tetrahydro-;6-Fluoro-1,2,3,4-tetrahydroquinoline,97%;6-Fluoro-1,2,3,4-tetrahydroquinoline
CAS:59611-52-8
MF:C9H10FN
MW:151.18
EINECS:
Product Categories:
Mol File:59611-52-8.mol
6-Fluoro-1,2,3,4-tetrahydroquinoline Structure
6-Fluoro-1,2,3,4-tetrahydroquinoline Chemical Properties
Melting point 32-34℃
Boiling point 248.0±29.0 °C(Predicted)
density 1.107±0.06 g/cm3(Predicted)
storage temp. Keep in dark place,Inert atmosphere,Room temperature
pka5.15±0.20(Predicted)
AppearanceOff-white to light brown <32°C Solid,>34°C Liquid
CAS DataBase Reference59611-52-8
Safety Information
Hazard Codes T
Risk Statements 25
Safety Statements 45
HS Code 2933499090
MSDS Information
6-Fluoro-1,2,3,4-tetrahydroquinoline Usage And Synthesis
Uses6-Fluoro-1,2,3,4-tetrahydroquinoline is used as pharmaceutical intermediate.
Synthesis
6-FLUORO-3,4-DIHYDROQUINOLIN-2(1H)-ONE

75893-82-2

6-FLUORO-1,2,3,4-TETRAHYDROQUINOLINE

59611-52-8

A THF solution of 6-fluoro-3,4-dihydroquinolin-2(1H)-one (6.0 g, 36.36 mmol) was slowly added to a THF (80 mL) suspension of LiAlH4 (2.76 g, 72.73 mmol) under stirring conditions. The reaction mixture was stirred at room temperature for 2 hours. Upon completion of the reaction, the reaction was quenched with saturated sodium chloride solution and ethyl acetate and filtered through diatomaceous earth. The filtrate was diluted with ethyl acetate and washed sequentially with water and saturated sodium chloride solution and the organic phase was dried with anhydrous sodium sulfate. The solvent was removed by concentration under reduced pressure to give 4.5 g (81% yield) of 6-fluoro-1,2,3,4-tetrahydroquinoline as a brown liquid.1H NMR (400 MHz, CDCl3): δ 6.65-6.78 (m, 2H), 6.37-6.40 (m, 1H), 3.26 (t, J=5.3 Hz, 2H), 2.73 (t, J=6.6 Hz, 2H), 1.88-1.94 (m, 2H).

References[1] Patent: WO2017/142883, 2017, A1. Location in patent: Paragraph 0183; 0186
[2] Patent: WO2014/78813, 2014, A1. Location in patent: Page/Page column 141
6-Fluoro-1,2,3,4-tetrahydroquinoline Preparation Products And Raw materials
Raw materials6-Fluoro-3,4-dihydroquinolin-2(1H)-one-->6-Fluoroquinoline-->Lithium Aluminum Hydride-->Tetrahydrofuran
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