1-cyclopropyl-2-(2-fluorophenyl)ethanone
2-bromo-1-cyclopropyl-2-(2-fluorophenyl)ethanone
Conditions | Yield |
---|---|
With iodine(I) bromide; 1-n-butyl-3-methylimidazolim bromide In tetrahydrofuran at 40℃; for 4h; Temperature; Time; Concentration; | 95.3% |
With bromine In methanol at 25 - 30℃; for 6h; Concentration; | 94.65% |
With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; 2,2'-azobis(isobutyronitrile) In cyclohexane at 10℃; Product distribution / selectivity; Reflux; | 93.28% |
(2-fluorophenyl)acetic acid
2-bromo-1-cyclopropyl-2-(2-fluorophenyl)ethanone
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: triethylamine / dichloromethane / 0.25 h / 0 - 5 °C 1.2: 6 h / 0 - 5 °C 2.1: iodine; magnesium / tetrahydrofuran / 25 - 50 °C 2.2: 40 - 50 °C 2.3: 0.25 h / 0 - 30 °C 3.1: toluene-4-sulfonic acid; 2,2'-azobis(isobutyronitrile); N-Bromosuccinimide / chloroform / 4 h / Reflux View Scheme | |
Multi-step reaction with 2 steps 1.1: magnesium; isopropyl bromide / toluene; tetrahydrofuran / 15 - 65 °C 1.2: 5 - 65 °C 2.1: dibenzoyl peroxide; N-Bromosuccinimide / ethyl acetate / 25 - 60 °C View Scheme | |
Multi-step reaction with 2 steps 1.1: magnesium; isopropyl bromide / toluene; tetrahydrofuran / 15 - 65 °C 1.2: 5 - 65 °C 2.1: dibenzoyl peroxide; N-Bromosuccinimide / ethyl acetate / 25 - 60 °C View Scheme | |
Multi-step reaction with 2 steps 1: sodium hydride / toluene; dimethyl sulfoxide / 1.5 h / 95 - 110 °C / Large scale 2: bromine / methanol / Large scale View Scheme |
2-(2-fluorophenyl)-N-methoxy-N-methylacetamide
2-bromo-1-cyclopropyl-2-(2-fluorophenyl)ethanone
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: iodine; magnesium / tetrahydrofuran / 25 - 50 °C 1.2: 40 - 50 °C 1.3: 0.25 h / 0 - 30 °C 2.1: toluene-4-sulfonic acid; 2,2'-azobis(isobutyronitrile); N-Bromosuccinimide / chloroform / 4 h / Reflux View Scheme | |
Multi-step reaction with 2 steps 1.1: iodine; magnesium / tetrahydrofuran / 40 - 50 °C 1.2: 0.25 h / 0 - 30 °C 2.1: 2,2'-azobis(isobutyronitrile); N-Bromosuccinimide / toluene-4-sulfonic acid / dichloromethane / 4.75 h / 0 - 5 °C / Reflux View Scheme |
2-fluorobenzyl chloride
2-bromo-1-cyclopropyl-2-(2-fluorophenyl)ethanone
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: tetrabutylammomium bromide / dichloromethane; water / 25 °C 2.1: sodium hydroxide; water / 5 - 95 °C 2.2: pH 2 - 3 3.1: magnesium; isopropyl bromide / toluene; tetrahydrofuran / 15 - 65 °C 3.2: 5 - 65 °C 4.1: dibenzoyl peroxide; N-Bromosuccinimide / ethyl acetate / 25 - 60 °C View Scheme | |
Multi-step reaction with 4 steps 1.1: tetrabutylammomium bromide / dichloromethane; water / 25 °C 2.1: sodium hydroxide; water / 5 - 95 °C 2.2: pH 2 - 3 3.1: magnesium; isopropyl bromide / toluene; tetrahydrofuran / 15 - 65 °C 3.2: 5 - 65 °C 4.1: dibenzoyl peroxide; N-Bromosuccinimide / ethyl acetate / 25 - 60 °C View Scheme | |
Multi-step reaction with 2 steps 1: magnesium; iodine / tetrahydrofuran; 2-methyltetrahydrofuran / 1.5 h / 40 - 45 °C / Inert atmosphere 2: N-Bromosuccinimide; toluene-4-sulfonic acid / acetonitrile / 24 h / 40 °C View Scheme | |
Multi-step reaction with 2 steps 1: magnesium; iodine / tetrahydrofuran; toluene / 1.5 h / 40 - 45 °C / Inert atmosphere 2: N-Bromosuccinimide; toluene-4-sulfonic acid / acetonitrile / 24 h / 40 °C View Scheme |
2-fluorophenyl acetonitrile
2-bromo-1-cyclopropyl-2-(2-fluorophenyl)ethanone
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: sodium hydroxide; water / 5 - 95 °C 1.2: pH 2 - 3 2.1: magnesium; isopropyl bromide / toluene; tetrahydrofuran / 15 - 65 °C 2.2: 5 - 65 °C 3.1: dibenzoyl peroxide; N-Bromosuccinimide / ethyl acetate / 25 - 60 °C View Scheme | |
Multi-step reaction with 3 steps 1.1: sodium hydroxide; water / 5 - 95 °C 1.2: pH 2 - 3 2.1: magnesium; isopropyl bromide / toluene; tetrahydrofuran / 15 - 65 °C 2.2: 5 - 65 °C 3.1: dibenzoyl peroxide; N-Bromosuccinimide / ethyl acetate / 25 - 60 °C View Scheme |
ethyl cyclopropylcarboxylate
2-bromo-1-cyclopropyl-2-(2-fluorophenyl)ethanone
Conditions | Yield |
---|---|
Stage #1: With iodine; magnesium; isopropyl bromide In tetrahydrofuran at 65℃; for 3h; Stage #2: ethyl cyclopropylcarboxylate In tetrahydrofuran at 5 - 70℃; for 3.16667h; Stage #3: With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); toluene-4-sulfonic acid In chloroform at 28 - 65℃; for 4h; |
2-bromo-1-cyclopropyl-2-(2-fluorophenyl)ethanone
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: triethylamine / dicyclohexyl-carbodiimide; benzotriazol-1-ol / dichloromethane / 6 h / 0 - 5 °C 2.1: iodine; magnesium / tetrahydrofuran / 40 - 50 °C 2.2: 0.25 h / 0 - 30 °C 3.1: 2,2'-azobis(isobutyronitrile); N-Bromosuccinimide / toluene-4-sulfonic acid / dichloromethane / 4.75 h / 0 - 5 °C / Reflux View Scheme |
fluorobenzene
2-bromo-1-cyclopropyl-2-(2-fluorophenyl)ethanone
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: tin(IV) chloride / tetrahydrofuran / 4 h / 45 °C 2: dichloromethane / 4 h / 20 °C 3: bromine / tetrahydrofuran / 10 h / 20 °C View Scheme |
methyl o-fluorophenylacetate
2-bromo-1-cyclopropyl-2-(2-fluorophenyl)ethanone
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: pyridine / tetrahydrofuran / 6 h / 20 - 60 °C 2: 2,2'-azobis(isobutyronitrile); N-Bromosuccinimide / chloroform / 8 h / 20 °C View Scheme |
o-fluorobenzyl bromide
2-bromo-1-cyclopropyl-2-(2-fluorophenyl)ethanone
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: magnesium / methyl iodide / diethyl ether / 20 °C 1.2: 20 °C 1.3: 0 °C 2.1: 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; 2,2'-azobis(isobutyronitrile) / cyclohexane / 10 °C / Reflux View Scheme |
2-bromo-1-cyclopropyl-2-(2-fluorophenyl)ethanone
5,6,7,7a-tetrahydro-thieno[3,2-c]pyridin-2(4H)-one hydrochloride
5-(2-cyclopropyl-1-(2-fluorophenyl)-2-oxoethyl)-5,6,7,7a-tetrahydrothieno[3,2-c]pyridin-2(4H)-one
Conditions | Yield |
---|---|
With ammonium bicarbonate In dichloromethane at 5 - 20℃; | 98% |
With copper(l) iodide; sodium carbonate; XPhos In 1,4-dioxane at 60℃; for 3h; Reagent/catalyst; Temperature; Inert atmosphere; | 90.2% |
With potassium phosphate; iodine In 1,4-dioxane at 80℃; for 4h; Temperature; Time; Reagent/catalyst; | 87.6% |
2-bromo-1-cyclopropyl-2-(2-fluorophenyl)ethanone
N-allyl isothiocyanate
4-aminoethylbenzene
Conditions | Yield |
---|---|
With polyvinyl pyridine (PVP) In ethanol at 20℃; for 18h; regioselective reaction; | 96% |
With 1-octyl-3-methylimidazole hexafluorophosphate at 20℃; for 1h; regioselective reaction; | 96% |
2-bromo-1-cyclopropyl-2-(2-fluorophenyl)ethanone
2-[1-(2-naphthenyl)ethyledene]hydrazinecarbothioamide
Conditions | Yield |
---|---|
With triethylamine In ethanol for 0.333333h; Hantzsch Thiazole Synthesis; Reflux; | 96% |
2-bromo-1-cyclopropyl-2-(2-fluorophenyl)ethanone
p-toluidine
N-allyl isothiocyanate
Conditions | Yield |
---|---|
With polyvinyl pyridine (PVP) In ethanol at 20℃; for 20h; Reagent/catalyst; Temperature; Time; regioselective reaction; | 95% |
With 1-octyl-3-methylimidazole hexafluorophosphate at 20℃; for 1h; regioselective reaction; | 95% |
2-bromo-1-cyclopropyl-2-(2-fluorophenyl)ethanone
4-Ethoxyaniline
N-allyl isothiocyanate
Conditions | Yield |
---|---|
With polyvinyl pyridine (PVP) In ethanol at 20℃; for 14h; regioselective reaction; | 95% |
2-bromo-1-cyclopropyl-2-(2-fluorophenyl)ethanone
6-methoxy-tetral-4-one thiosemicarbazone
Conditions | Yield |
---|---|
With triethylamine In ethanol for 0.5h; Reagent/catalyst; Solvent; Temperature; Hantzsch Thiazole Synthesis; Reflux; | 95% |
2-bromo-1-cyclopropyl-2-(2-fluorophenyl)ethanone
4-Ethoxyaniline
N-allyl isothiocyanate
Conditions | Yield |
---|---|
With 1-octyl-3-methylimidazole hexafluorophosphate at 20℃; for 0.75h; regioselective reaction; | 95% |
2-bromo-1-cyclopropyl-2-(2-fluorophenyl)ethanone
2-(3,4-dihydronaphthalen-1(2H)-ylidene)hydrazinecarbothioamide
Conditions | Yield |
---|---|
With triethylamine In ethanol for 0.5h; Hantzsch Thiazole Synthesis; Reflux; | 94% |
4-HYDROXYPIPERIDINE
2-bromo-1-cyclopropyl-2-(2-fluorophenyl)ethanone
Conditions | Yield |
---|---|
With potassium carbonate In N-methyl-acetamide; water | 93% |
With potassium carbonate In N-methyl-acetamide; water | 93% |
2-bromo-1-cyclopropyl-2-(2-fluorophenyl)ethanone
(5-(2-cyclopropyl-1-(2-fluorophenyl)-2-oxoethyl)-4,5,6,7-tetrahydrothieno[3,2-c]pyridin-2-yl)boronic acid
Conditions | Yield |
---|---|
Stage #1: C7H10BNO2S*C7H8O3S With triethylamine In ethanol at 50℃; Inert atmosphere; Stage #2: 2-bromo-1-cyclopropyl-2-(2-fluorophenyl)ethanone In ethanol at 50℃; for 8h; | 93% |
2-bromo-1-cyclopropyl-2-(2-fluorophenyl)ethanone
3-(2-cyclopropyl-1-(2-fluorophenyl)-2-oxoethyl)thiazolidine-2,4-dione
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In N,N-dimethyl-formamide at 20℃; for 6h; | 93% |
2-bromo-1-cyclopropyl-2-(2-fluorophenyl)ethanone
4-methoxy-aniline
methyl thioisocyanate
Conditions | Yield |
---|---|
With polyvinyl pyridine (PVP) In ethanol at 20℃; for 16h; regioselective reaction; | 93% |
With 1-octyl-3-methylimidazole hexafluorophosphate at 20℃; for 1.5h; regioselective reaction; | 93% |
2-bromo-1-cyclopropyl-2-(2-fluorophenyl)ethanone
1-indanone thiosemicarbazone
Conditions | Yield |
---|---|
With triethylamine In ethanol for 0.333333h; Hantzsch Thiazole Synthesis; Reflux; | 93% |
2-bromo-1-cyclopropyl-2-(2-fluorophenyl)ethanone
Ethyl isothiocyanate
4-aminoethylbenzene
Conditions | Yield |
---|---|
With polyvinyl pyridine (PVP) In ethanol at 20℃; for 14h; regioselective reaction; | 92% |
With 1-octyl-3-methylimidazole hexafluorophosphate at 20℃; for 1.5h; regioselective reaction; | 92% |
2-bromo-1-cyclopropyl-2-(2-fluorophenyl)ethanone
Ethyl isothiocyanate
4-Ethoxyaniline
Conditions | Yield |
---|---|
With polyvinyl pyridine (PVP) In ethanol at 20℃; for 12h; regioselective reaction; | 91% |
With 1-octyl-3-methylimidazole hexafluorophosphate at 20℃; for 2h; regioselective reaction; | 91% |
2-bromo-1-cyclopropyl-2-(2-fluorophenyl)ethanone
1-(1-(4-methoxyphenyl)ethylidene)thiosemicarbazide
Conditions | Yield |
---|---|
With triethylamine In ethanol for 0.583333h; Hantzsch Thiazole Synthesis; Reflux; | 91% |
2-bromo-1-cyclopropyl-2-(2-fluorophenyl)ethanone
5,6,7,7a-tetrahydrothieno[3,2-c]pyridine-2(4H)-one monohydrochloride
tert-butyldimethylsilyl chloride
2-(tert-butyldimethylsilyloxy)-5-(α-cyclopropylformyl-2-fluorobenzyl)-4,5,6,7-tetrahydrothieno[3,2-c]pyridine
Conditions | Yield |
---|---|
Stage #1: 5,6,7,7a-tetrahydrothieno[3,2-c]pyridine-2(4H)-one monohydrochloride With triethylamine In dichloromethane at 10℃; for 0.25h; Stage #2: tert-butyldimethylsilyl chloride In dichloromethane at 10℃; Stage #3: 2-bromo-1-cyclopropyl-2-(2-fluorophenyl)ethanone With triethylamine; sodium iodide In dichloromethane at 10 - 25℃; Temperature; | 90% |
2-bromo-1-cyclopropyl-2-(2-fluorophenyl)ethanone
1-(1-(3,4-dimethoxyphenyl)ethylidene)thiosemicarbazide
Conditions | Yield |
---|---|
With triethylamine In ethanol for 0.666667h; Hantzsch Thiazole Synthesis; Reflux; | 90% |
2-bromo-1-cyclopropyl-2-(2-fluorophenyl)ethanone
4-methoxy-aniline
N-allyl isothiocyanate
Conditions | Yield |
---|---|
With polyvinyl pyridine (PVP) In ethanol at 20℃; for 16h; regioselective reaction; | 89% |
With 1-octyl-3-methylimidazole hexafluorophosphate at 20℃; for 0.75h; regioselective reaction; | 89% |
2-bromo-1-cyclopropyl-2-(2-fluorophenyl)ethanone
2-(1-(4-tolyl)ethylidene)hydrazinecarbothioamide
Conditions | Yield |
---|---|
With triethylamine In ethanol for 0.583333h; Hantzsch Thiazole Synthesis; Reflux; | 89% |
2-bromo-1-cyclopropyl-2-(2-fluorophenyl)ethanone
4-bromo-aniline
N-allyl isothiocyanate
Conditions | Yield |
---|---|
With polyvinyl pyridine (PVP) In ethanol at 20℃; for 20h; regioselective reaction; | 88% |
With 1-octyl-3-methylimidazole hexafluorophosphate at 20℃; for 1.25h; regioselective reaction; | 88% |
2-bromo-1-cyclopropyl-2-(2-fluorophenyl)ethanone
2-[1-(4-nitrophenyl)ethylidene]hydrazine-1-carbothioamide
Conditions | Yield |
---|---|
With triethylamine In ethanol for 0.5h; Hantzsch Thiazole Synthesis; Reflux; | 88% |
Conditions | Yield |
---|---|
With potassium phosphate; iodine at 80℃; for 7h; Temperature; Reagent/catalyst; | 87.1% |
2-bromo-1-cyclopropyl-2-(2-fluorophenyl)ethanone
m-Anisidine
N-allyl isothiocyanate
Conditions | Yield |
---|---|
With polyvinyl pyridine (PVP) In ethanol at 20℃; for 18h; regioselective reaction; | 87% |
With 1-octyl-3-methylimidazole hexafluorophosphate at 20℃; for 1h; regioselective reaction; | 87% |
2-bromo-1-cyclopropyl-2-(2-fluorophenyl)ethanone
4-chloro-aniline
N-allyl isothiocyanate
Conditions | Yield |
---|---|
With polyvinyl pyridine (PVP) In ethanol at 20℃; for 20h; regioselective reaction; | 87% |
With 1-octyl-3-methylimidazole hexafluorophosphate at 20℃; for 1.25h; regioselective reaction; | 87% |
2-bromo-1-cyclopropyl-2-(2-fluorophenyl)ethanone
4-amino-phenol
N-allyl isothiocyanate
Conditions | Yield |
---|---|
With polyvinyl pyridine (PVP) In ethanol at 20℃; for 24h; regioselective reaction; | 82% |
With 1-octyl-3-methylimidazole hexafluorophosphate at 20℃; for 1h; regioselective reaction; | 82% |
2-bromo-1-cyclopropyl-2-(2-fluorophenyl)ethanone
Conditions | Yield |
---|---|
With triethylamine In acetonitrile at 20℃; for 0.5h; | 81% |
2-bromo-1-cyclopropyl-2-(2-fluorophenyl)ethanone
(E)-4-(acetylsulfanyl)-3-((1-[3-(ethoxycarbonyl)propyl]-1H-1,2,3-triazol-4-yl)methylidene)piperidine hydrogen trifluoroacetate
Conditions | Yield |
---|---|
With triethylamine In acetonitrile at 20℃; for 2.5h; | 77% |
2-bromo-1-cyclopropyl-2-(2-fluorophenyl)ethanone
Conditions | Yield |
---|---|
With triethylamine In N,N-dimethyl-formamide at 0 - 20℃; for 1h; | 74% |
Molecule structure of 2-Bromo-2-(2-fluorophenyl)-1-cyclopropylethanone (CAS NO.204205-33-4):
Molecular Formula: C11H10BrFO
Molecular Weight: 257.10 g/mol
Density: 1.574 g/cm3
Boiling Point: 293.012 °C at 760 mmHg
Flash Point: 131.009 °C
Index of Refraction: 1.592
Molar Refractivity: 55.256 cm3
Molar Volume: 163.331 cm3
Polarizability: 21.905×10-24 cm3
Surface Tension: 50.662 dyne/cm
Enthalpy of Vaporization: 53.255 kJ/mol
Vapour Pressure: 0.002 mmHg at 25 °C
InChI: InChI=1/C11H10BrFO/c12-10(11(14)7-5-6-7)8-3-1-2-4-9(8)13/h1-4,7,10H,5-6H2
InChIKey of 2-Bromo-2-(2-fluorophenyl)-1-cyclopropylethanone (CAS NO.204205-33-4): LMCZCCDXOZGIND-UHFFFAOYAC
2-Bromo-2-(2-fluorophenyl)-1-cyclopropylethanone (CAS NO.204205-33-4) is also named as 2-Bromo-1-cyclopropyl-2-(2-fluorophenyl)ethanone ; ethanone, 2-bromo-1-cyclopropyl-2-(2-fluorophenyl)- .
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