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fluorobenzene
4-Chlorobutanoyl chloride
4-(4-fluorophenyl)-4-oxo-n-butyl chloride
Conditions | Yield |
---|---|
With aluminum (III) chloride In dichloromethane at 20℃; for 4h; Time; | 90% |
With aluminium trichloride In carbon disulfide at 20℃; for 2h; | 73.2% |
With aluminium trichloride |
4-chloro-1-(4-fluorophenyl)-1,1-(ethylenedioxy)butane
4-(4-fluorophenyl)-4-oxo-n-butyl chloride
Conditions | Yield |
---|---|
In(OSO2CF3)3 In acetone at 100℃; for 0.0833333h; microwave irradiation; | 89% |
4-flourophenylmagnesium bromide
4-Chlorobutanoyl chloride
4-(4-fluorophenyl)-4-oxo-n-butyl chloride
Conditions | Yield |
---|---|
Stage #1: 4-Chlorobutanoyl chloride With 1-methyl-pyrrolidin-2-one In toluene at 0℃; for 0.5h; Stage #2: 4-flourophenylmagnesium bromide In tetrahydrofuran; toluene at -10 - 0℃; for 4.25h; chemoselective reaction; | 88% |
1-(4-chlorobut-1-yn-1-yl)-4-fluorobenzene
4-(4-fluorophenyl)-4-oxo-n-butyl chloride
Conditions | Yield |
---|---|
With iron(III) chloride; water; silver(I) triflimide In 1,4-dioxane for 18h; regioselective reaction; | 85% |
With water; bis(trifluoromethanesulfonyl)amide In 1,4-dioxane at 100℃; | 85% |
With water In 1,4-dioxane at 80 - 120℃; regioselective reaction; | 85% |
1-(4-fluorophenyl)cyclobutan-1-ol
4-(4-fluorophenyl)-4-oxo-n-butyl chloride
Conditions | Yield |
---|---|
With manganese(II) triflate; tetrabutylammonium acetate; acetic acid; magnesium chloride In acetonitrile at 25℃; for 3.5h; Inert atmosphere; Electrochemical reaction; Sealed tube; | 84% |
With 1,10-Phenanthroline; tert-butylhypochlorite; silver trifluoromethanesulfonate In acetonitrile at 20℃; for 6h; Inert atmosphere; Schlenk technique; regioselective reaction; | 81% |
4-chlorobutyraldehyde
1-Bromo-4-fluorobenzene
4-(4-fluorophenyl)-4-oxo-n-butyl chloride
Conditions | Yield |
---|---|
With Quinuclidine; 4,4'-di-tert-butyl-2,2'-bipyridine nickel(II) bromide; [Ir(C6H2F2-C5H3NCF3)2(4,4′-di-tert-butyl-2,2′-dipyridyl)]; potassium carbonate In 1,4-dioxane at 20℃; for 20h; Inert atmosphere; Sealed tube; Irradiation; | 77% |
With palladium diacetate; 9,10-phenanthrenequinone; potassium hydrogencarbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In acetone at 20℃; for 24h; Reagent/catalyst; Irradiation; | 71% |
1-iodo-3-chloro-propane
4-fluoroboronic acid
molybdenum hexacarbonyl
4-(4-fluorophenyl)-4-oxo-n-butyl chloride
Conditions | Yield |
---|---|
Stage #1: 1-iodo-3-chloro-propane; 4-fluoroboronic acid With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In water; benzene at 20℃; for 24h; Suzuki-Miyaura Coupling; Inert atmosphere; Irradiation; Stage #2: molybdenum hexacarbonyl With 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 70℃; Suzuki-Miyaura Coupling; Inert atmosphere; | 68% |
1-ethynyl-4-fluorobenzene
3-chloropropionyl peroxide
4-(4-fluorophenyl)-4-oxo-n-butyl chloride
Conditions | Yield |
---|---|
With iron(III) trifluoromethanesulfonate; trifluorormethanesulfonic acid In tetrahydrofuran at 70 - 80℃; for 12.25h; Inert atmosphere; Schlenk technique; | 60% |
3-chloro-4'-fluoropropiophenone
diethyl 4-chloromethyl-1,4-dihydro-2,6-dimethylpyridine-3,5-dicarboxylate
4-(4-fluorophenyl)-4-oxo-n-butyl chloride
Conditions | Yield |
---|---|
With manganese; di-tert-butyl peroxide; α,α,α-trifluorotoluene at 100℃; for 48h; Inert atmosphere; | 51% |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: iodine; magnesium / tetrahydrofuran / Inert atmosphere; Reflux; Sealed tube 1.2: 0 - 20 °C / Inert atmosphere; Sealed tube 2.1: acetic acid; manganese(II) triflate; magnesium chloride; tetrabutylammonium acetate / acetonitrile / 3.5 h / 25 °C / Inert atmosphere; Electrochemical reaction; Sealed tube View Scheme |