3-(2-chlorophenyl)propionyl chloride
2-(2-chlorophenyl)ethanamine
Conditions | Yield |
---|---|
With sodium azide; acetone und Erwaermen des Reaktionsprodukts in Benzol, zuletzt unter Zusatz von wss.Salzsaeure; |
3-(2-chlorophenyl)propionamide
2-(2-chlorophenyl)ethanamine
Conditions | Yield |
---|---|
With alkaline aqueous sodium hypobromite |
2-(2-chlorophenyl)ethanamine
Conditions | Yield |
---|---|
With hydrogenchloride; platinum Hydrogenation; |
2-Chlorophenylacetonitrile
2-(2-chlorophenyl)ethanamine
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride; aluminium trichloride | |
With borane-THF In tetrahydrofuran at 0 - 20℃; |
Diethyl N-(2-o-chlorophenylethyl)phosphoramidate
2-(2-chlorophenyl)ethanamine
Conditions | Yield |
---|---|
With hydrogenchloride at 80 - 85℃; for 1.5h; Yield given; |
dimethylenecyclourethane
chlorobenzene
A
2-(2-chlorophenyl)ethanamine
B
4-chlorophenylethylamine
Conditions | Yield |
---|---|
With aluminium trichloride for 12h; Heating; 2 equivalents of AlCl3; Yield given. Title compound not separated from byproducts; |
hydrogenchloride
2-(2-chlorophenyl)ethanamine
Conditions | Yield |
---|---|
Hydrogenation; |
2-(2-chlorophenyl)ethanamine
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride In diethyl ether Heating; |
phenethylamine
A
2-(2-chlorophenyl)ethanamine
B
4-chlorophenylethylamine
Conditions | Yield |
---|---|
With chlorine In tetrachloromethane at 25℃; Product distribution; Further Variations:; Solvents; |
2-chloro-benzaldehyde
2-(2-chlorophenyl)ethanamine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: LiAlH4 / diethyl ether / Heating View Scheme | |
Multi-step reaction with 2 steps 1: water 2: platinum; aq.-ethanolic hydrochloric acid / Hydrogenation View Scheme | |
Multi-step reaction with 2 steps 1: ammonium acetate; acetic acid / 16 h / Reflux 2: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 20 °C View Scheme | |
Multi-step reaction with 2 steps 1.1: ammonium acetate / acetic acid / 0.67 h / Heating / reflux 2.1: lithium aluminium tetrahydride; sulfuric acid / tetrahydrofuran / 0.58 h / 0 - 10 °C / Heating / reflux 2.2: 0.5 h / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1.1: ammonium acetate; acetic acid / Neat (no solvent); Heating / reflux 2.1: aluminium hydride / tetrahydrofuran / 0.08 h / 0 °C / Heating / reflux 2.2: 0.5 h / 0 - 20 °C / Alkaline aqueous solution View Scheme |
2-chloro-benzaldehyde
2-(2-chlorophenyl)ethanamine
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 100 percent / toluene / 0.5 h / Ambient temperature 2: NaH / tetrahydrofuran / 2 h / 45 °C 3: NaBH4 / ethanol / 1 h / 50 °C 4: aq. HCl / 1.5 h / 80 - 85 °C View Scheme |
Diethyl N-<β-(o-chlorophenyl)-vinyl>phosphoramidate
2-(2-chlorophenyl)ethanamine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: NaBH4 / ethanol / 1 h / 50 °C 2: aq. HCl / 1.5 h / 80 - 85 °C View Scheme |
Diethyl N-o-chlorobenzylideneaminomethylphosphonate
2-(2-chlorophenyl)ethanamine
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: NaH / tetrahydrofuran / 2 h / 45 °C 2: NaBH4 / ethanol / 1 h / 50 °C 3: aq. HCl / 1.5 h / 80 - 85 °C View Scheme |
1-chloro-2-(chloromethyl)benzene
2-(2-chlorophenyl)ethanamine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: dimethylformamide 2: LiAlH4, AlCl3 View Scheme |
1-chloro-2-[(E)-2-nitrovinyl]benzene
2-(2-chlorophenyl)ethanamine
Conditions | Yield |
---|---|
Stage #1: 1-chloro-2-[(E)-2-nitrovinyl]benzene With lithium aluminium tetrahydride; sulfuric acid In tetrahydrofuran at 0 - 10℃; for 0.583333h; Heating / reflux; Stage #2: With sodium hydroxide In tetrahydrofuran; isopropyl alcohol at 0 - 20℃; for 0.5h; | |
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃; | |
Stage #1: 1-chloro-2-[(E)-2-nitrovinyl]benzene With lithium aluminium tetrahydride; sulfuric acid In tetrahydrofuran at 0 - 10℃; for 0.583333h; Heating / reflux; Stage #2: With sodium hydroxide In tetrahydrofuran; water; isopropyl alcohol at 20℃; for 0.5h; | |
Stage #1: 1-chloro-2-[(E)-2-nitrovinyl]benzene With aluminium hydride In tetrahydrofuran at 0℃; for 0.0833333h; Heating / reflux; Stage #2: With sodium hydroxide; isopropyl alcohol In tetrahydrofuran; water at 0 - 20℃; for 0.5h; Alkaline aqueous solution; |
1-chloro-2-(2-nitrovinyl)benzene
2-(2-chlorophenyl)ethanamine
Conditions | Yield |
---|---|
With sodium tetrahydroborate; boron trifluoride diethyl etherate In tetrahydrofuran for 6h; Reflux; |
rac-2-chlorophenylalanine
2-(2-chlorophenyl)ethanamine
Conditions | Yield |
---|---|
With decarboxylase from Enterococcus faecium; sodium citrate at 30℃; for 22h; pH=4.4; Enzymatic reaction; | 7 %Chromat. |
o-chlorocinnamic acid
2-(2-chlorophenyl)ethanamine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: phenylalanine ammonia lyase from Anabaena variabilis; ammonium carbamate / 22 h / 30 °C / pH 9.9 / Enzymatic reaction 2: decarboxylase from Enterococcus faecium; sodium citrate / 22 h / 30 °C / pH 4.4 / Enzymatic reaction View Scheme |
2-(2-chlorophenyl)ethanamine
chloroacetyl chloride
2-Chloro-N-[2-(2-chloro-phenyl)-ethyl]-acetamide
Conditions | Yield |
---|---|
With potassium carbonate In dichloromethane Ambient temperature; | 100% |
2-(2-chlorophenyl)ethanamine
1,4-bromoiodobenzene
Conditions | Yield |
---|---|
With 2-(2-methyl-1-oxopropane)cyclohexanone; caesium carbonate; copper(l) iodide In N,N-dimethyl-formamide at 20℃; for 2h; | 99% |
2-(2-chlorophenyl)ethanamine
ethyl acrylate
N,N-bis(2-carbethoxyethyl)-2-chlorophenethylamine
Conditions | Yield |
---|---|
With acetic acid at 60℃; for 6h; | 98.7% |
2-(2-chlorophenyl)ethanamine
5-[benzo[d]imidazol-2-yl(cyano)methyl]-6-chloropyrazine-2,3-dicarbonitrile
6-amino-7-(1H-benzo[d]imidazol-2-yl)-5-(4-chlorophenethyl)-5H-pyrrolo[3,2-b]pyrazine-2,3-dicarbonitrile
Conditions | Yield |
---|---|
With triethylamine In N,N-dimethyl-formamide at 60℃; for 3h; Inert atmosphere; | 98% |
2-(2-chlorophenyl)ethanamine
2,2,2-trifluoro-1-(2-methoxy-3,4-dihydro-2H-5-pyranyl)-2,2,2-trifluoro-1-ethanone
Conditions | Yield |
---|---|
In methanol at 20℃; for 0.0833333h; | 98% |
2-(2-chlorophenyl)ethanamine
4-tert-Butylbenzaldehyde
Conditions | Yield |
---|---|
Stage #1: 2-(2-chlorophenyl)ethanamine; 4-tert-Butylbenzaldehyde In methanol at 20℃; for 3h; Heating / reflux; Stage #2: With sodium tetrahydroborate In methanol at 20℃; for 3.08h; Heating / reflux; Stage #3: With hydrogenchloride In methanol; water at 20℃; | 97% |
2-(2-chlorophenyl)ethanamine
acryloyl chloride
N-[2-(2-chlorophenyl)ethyl]acrylamide
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; | 97% |
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; | 93% |
Conditions | Yield |
---|---|
With sodium hydroxide | 96% |
2-(2-chlorophenyl)ethanamine
formic acid ethyl ester
N-[2-(2-chlorophenyl)ethyl]formamide
Conditions | Yield |
---|---|
at 50℃; for 18h; | 95% |
2-(2-chlorophenyl)ethanamine
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 20℃; for 1.5h; | 94% |
dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane
2-(2-chlorophenyl)ethanamine
chloro(2-dicyclohexylphosphino-2',6'-dimethoxy-1,1'-biphenyl)[2-(2-aminoethylphenyl)]palladium(II)
Conditions | Yield |
---|---|
In further solvent(s) treatment of palladium compd. with chlorobenzene deriv. and phosphine deriv. in methyl tert-butyl ether at 55°C; recrystn.; | 94% |
Conditions | Yield |
---|---|
In 5,5-dimethyl-1,3-cyclohexadiene; nitrogen; water | 93% |
2-(2-chlorophenyl)ethanamine
dicyclohexyl-(2′,4′,6′-triisopropyl-3,6-dimethoxy-[1,1′-biphenyl]-2-yl)phosphine
Conditions | Yield |
---|---|
In tert-butyl methyl ether at 55℃; for 5h; Inert atmosphere; | 93% |
2-(2-chlorophenyl)ethanamine
1,2-diamino-benzene
2-(2-chlorophenyl)quinoxaline
Conditions | Yield |
---|---|
With oxygen; copper(I) bromide In chlorobenzene at 20℃; for 7h; | 93% |
With 4-tert-butyl-5-methoxy-1,2-benzoquinone; oxygen; toluene-4-sulfonic acid In acetonitrile at 60℃; for 24h; Schlenk technique; | 59% |
2-(2-chlorophenyl)ethanamine
L-valine methyl ester
1,5-difluoro-2,4-dinitrobenzene
3-chlorobenzoate
Conditions | Yield |
---|---|
Multistep reaction; | 92% |
2-(2-chlorophenyl)ethanamine
2-Nitrobenzenesulfonyl chloride
N-(2-chlorophenethyl)-2-nitrobenzenesulfonamide
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 20℃; for 2h; | 92% |
2-(2-chlorophenyl)ethanamine
2,2,2-trifluoro-1-(2-ethoxy-3,4-dihydro-2H-5-pyranyl)-2,2,2-trifluoro-1-ethanone
Conditions | Yield |
---|---|
In ethanol at 20℃; for 0.0833333h; | 92% |
Conditions | Yield |
---|---|
copper(I) chloride In benzene | 90.8% |
4-(aminocarbonyl)-3-iodobenzoic acid
2-(2-chlorophenyl)ethanamine
N4-[2-(2-chlorophenyl)ethyl]-2-iodoterephthalamide
Conditions | Yield |
---|---|
With diphenyl-phosphinic acid; triethylamine In N,N-dimethyl-formamide at 20℃; for 8h; | 90% |
2-(2-chlorophenyl)ethanamine
XPhos
chloro(2-dicyclohexylphosphino-2′,4′,6′-triisopropyl-1,1′-biphenyl)[2-(2-aminoethyl)phenyl]palladium(II) methyl-t-butyl ether adduct
Conditions | Yield |
---|---|
In further solvent(s) treatment of palladium compd. with chlorobenzene deriv. and phosphine deriv. in methyl tert-butyl ether at 55°C; recrystn.; | 90% |
2-(2-chlorophenyl)ethanamine
methyl chloroformate
2-2-chlorophenylethylcarbamic acid methyl ester
Conditions | Yield |
---|---|
With triethylamine In N,N-dimethyl-formamide at 0 - 25℃; for 1h; | 90% |
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; | 86% |
2-(2-chlorophenyl)ethanamine
Conditions | Yield |
---|---|
In dichloromethane at 0 - 5℃; for 1h; | 90% |
2-(2-chlorophenyl)ethanamine
Conditions | Yield |
---|---|
Stage #1: (E)-3-(6-chloro-2-(ethoxycarbonyl)-1H-indol-3-yl)acrylic acid With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine In dichloromethane at 20℃; for 0.5h; Stage #2: 2-(2-chlorophenyl)ethanamine In dichloromethane at 20℃; for 4h; | 90% |
2-(2-chlorophenyl)ethanamine
propargyl chloroformate
Conditions | Yield |
---|---|
With trimethylamine In diethyl ether at 20℃; for 60h; Inert atmosphere; | 88% |
2-(2-chlorophenyl)ethanamine
Conditions | Yield |
---|---|
With triethylamine In N,N-dimethyl-formamide at 20℃; | 88% |
2-(2-chlorophenyl)ethanamine
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine; diethyl dicarbonate In dichloromethane at 20℃; for 10h; | 88% |
2-(2-chlorophenyl)ethanamine
ethyl 4-hydroxy-2-(methylthio)pyrimidine-5-carboxylate
Conditions | Yield |
---|---|
In ethanol for 24h; Reflux; Sealed tube; | 87.7% |
2-(2-chlorophenyl)ethanamine
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 23℃; for 16h; | 87% |
Conditions | Yield |
---|---|
87% |
2-(2-chlorophenyl)ethanamine
ruphos
chloro(2-dicyclohexylphosphino-2′,6′-di-i-propoxy-1,1′-biphenyl)(2′-amino-1,1′-biphenyl-2-yl)-palladium(II)
Conditions | Yield |
---|---|
In further solvent(s) treatment of palladium compd. with chlorobenzene deriv. and phosphine deriv. in methyl tert-butyl ether at 55°C; recrystn.; | 86% |
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