benzyl 4-methoxyphenethylcarbamate
4-Methoxyphenethylamine
Conditions | Yield |
---|---|
With palladium 10% on activated carbon; hydrogen In methanol at 20℃; for 1h; | 100% |
Conditions | Yield |
---|---|
With aluminum (III) chloride; lithium aluminium tetrahydride In diethyl ether at 0 - 20℃; | 96% |
With lithium borohydride; diisopropopylaminoborane In tetrahydrofuran for 18h; Reflux; | 94% |
With [Ru(H)(BH4)(CO)(PPh3)(3-(di-tert-butylphosphino)-N-((1-methyl-1H-imidazol-2 yl)methyl)propylamine)]; hydrogen In isopropyl alcohol at 70℃; for 3h; Inert atmosphere; Autoclave; | 94% |
lysichitalexin
4-Methoxyphenethylamine
Conditions | Yield |
---|---|
With samarium diiodide; water; isopropylamine In tetrahydrofuran | 96% |
4-Methoxyphenethylamine
Conditions | Yield |
---|---|
With potassium carbonate; thiophenol In acetonitrile at 50℃; | 95% |
C12H14Cl3NO3
4-Methoxyphenethylamine
Conditions | Yield |
---|---|
Stage #1: C12H14Cl3NO3 With chloro-trimethyl-silane; mischmetal In tetrahydrofuran for 2h; Inert atmosphere; Reflux; Stage #2: With water In tetrahydrofuran for 0.0833333h; Alkaline conditions; | 87% |
Conditions | Yield |
---|---|
With hydrogenchloride; hydrogen; acetic acid; palladium on activated charcoal for 1h; | 71% |
With hydrogen; carbon palladium at 85℃; under 37503 Torr; | 70% |
(catalytic hydrogenation); |
2-4-methoxyphenylethylcarbamic acid methyl ester
A
7-methoxy-3,4-dihydro-2H-isoquinolin-1-one
B
4-Methoxyphenethylamine
Conditions | Yield |
---|---|
With PPA at 145℃; for 0.166667h; | A 59% B 30% |
3-(4-methoxy-phenyl)propionamide
4-Methoxyphenethylamine
Conditions | Yield |
---|---|
With sodium hydroxide; bromine In water at 70 - 80℃; for 0.25h; | 53% |
With sodium hypobromide | |
With alkaline sodium hypochlorite |
4-methyl-N-[2-(4-methoxyphenyl)ethyl]benzenesulfonamide
4-Methoxyphenethylamine
Conditions | Yield |
---|---|
With titanium tetrachloride In tetrahydrofuran for 2.5h; Heating; | 40% |
(E)-1-methoxy-4-(2-nitrovinyl)benzene
4-Methoxyphenethylamine
Conditions | Yield |
---|---|
With samarium diiodide; water; isopropylamine In tetrahydrofuran | 36% |
With sulfuric acid; palladium; acetic acid Hydrogenation; | |
bei der elektrochemischen Reduktion; | |
With lithium aluminium tetrahydride |
Conditions | Yield |
---|---|
With aluminium trichloride |
Conditions | Yield |
---|---|
With chloroform; nitrosylchloride Hydrieren des Reaktionsprodukts an Raney-Nickel in Methanol; | |
Multi-step reaction with 3 steps 1: NOCl, HCl / diethyl ether 2: Et3N / diethyl ether 3: LiAlH4 / diethyl ether View Scheme | |
With D-Glucose; ammonia; oxygen In aq. phosphate buffer at 30℃; for 10h; Green chemistry; regioselective reaction; | |
Multi-step reaction with 3 steps 1: oxygen; styrene monooxygenase / Enzymatic reaction 2: styrene oxide isomerase / Enzymatic reaction 3: ammonia; ω-transaminase; L-alanine dehydrogenase / Enzymatic reaction View Scheme |
4-methoxymandelonitrile
4-Methoxyphenethylamine
Conditions | Yield |
---|---|
With hydrogenchloride; ethanol; platinum Hydrogenation; |
Conditions | Yield |
---|---|
With sodium azide; chloroform; sulfuric acid | |
Multi-step reaction with 2 steps 1: thionyl chloride; chloroform / nachfolgend Behandlung mit Natriumhydroxyd in Ammoniak 2: alkaline sodium hypochlorite View Scheme | |
Multi-step reaction with 3 steps 1: chloroform; PCl5 2: diethyl ether; NH3 3: bromine; NaOH-solution / 55 °C View Scheme |
4-methoxybenzoyl cyanide
4-Methoxyphenethylamine
Conditions | Yield |
---|---|
With sulfuric acid; palladium; acetic acid Hydrogenation; |
Conditions | Yield |
---|---|
With sulfuric acid; palladium; acetic acid Hydrogenation; |
acetoxy-(4-methoxy-phenyl)-acetonitrile
4-Methoxyphenethylamine
Conditions | Yield |
---|---|
With sulfuric acid; palladium; acetic acid Hydrogenation; |
p-methoxybenzylnitrile
A
4-methoxy-N-[2-(4-methoxyphenyl)ethyl]benzeneethanamine
B
4-Methoxyphenethylamine
Conditions | Yield |
---|---|
With nickel Hydrogenation; |
1-(2-Chloroethyl)-4-methoxybenzene
4-Methoxyphenethylamine
Conditions | Yield |
---|---|
With ammonia | |
With ethanol; ammonia at 100℃; |
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride In diethyl ether |
2-[2-(4-methoxyphenyl)ethyl]-1H-isoindole-1,3(2H)-dione
4-Methoxyphenethylamine
Conditions | Yield |
---|---|
With hydrazine hydrate In methanol at 70℃; |
[2-(4-Methoxy-phenyl)-ethyl]-phosphoramidic acid diethyl ester
4-Methoxyphenethylamine
Conditions | Yield |
---|---|
With hydrogenchloride at 80 - 85℃; for 1.5h; Yield given; |
4-Methoxyphenethylamine
Conditions | Yield |
---|---|
With sulfuric acid; palladium; acetic acid Hydrogenation; |
4-Methoxyphenethylamine
sulfuric acid
(E)-1-methoxy-4-(2-nitrovinyl)benzene
acetic acid
4-Methoxyphenethylamine
Conditions | Yield |
---|---|
Hydrogenation; |
sulfuric acid
4-methoxybenzoyl cyanide
acetic acid
4-Methoxyphenethylamine
Conditions | Yield |
---|---|
Hydrogenation; |
ethanol
(E)-1-methoxy-4-(2-nitrovinyl)benzene
4-Methoxyphenethylamine
Conditions | Yield |
---|---|
Hydrogenation; |
4-Methoxyphenethylamine
methyl chloroformate
2-4-methoxyphenylethylcarbamic acid methyl ester
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine Inert atmosphere; Cooling with ice; | 100% |
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; | 99% |
With triethylamine In tetrahydrofuran for 24h; Ambient temperature; | 95% |
4-Methoxyphenethylamine
chloroacetyl chloride
2-(4-methoxyphenyl)ethan-1-aminechloroacetate
Conditions | Yield |
---|---|
With potassium carbonate In dichloromethane Ambient temperature; | 100% |
With triethylamine In dichloromethane at 0 - 20℃; for 6h; Reflux; | 85% |
With triethylamine In dichloromethane at 0 - 20℃; for 4h; | 76% |
4-Methoxyphenethylamine
chloroacetic acid
2-(4-methoxyphenyl)ethan-1-aminechloroacetate
Conditions | Yield |
---|---|
Stage #1: 4-Methoxyphenethylamine; 4-formyl-3,5-dimethoxyphenoxy-Merrifield resin With sodium tris(acetoxy)borohydride In acetic acid; N,N-dimethyl-formamide at 20℃; for 69h; Solid phase reaction; reductive amination; Stage #2: chloroacetic acid With benzotriazol-1-ol; dicyclohexyl-carbodiimide In N,N-dimethyl-formamide at 20℃; for 15h; Solid phase reaction; acylation; Stage #3: With dimethylsulfide; water; trifluoroacetic acid In dichloromethane at 20℃; for 15h; Solid phase reaction; cleavage of amide; | 100% |
Conditions | Yield |
---|---|
Stage #1: 4-Methoxyphenethylamine; 4-formyl-3,5-dimethoxyphenoxy-Merrifield resin With sodium tris(acetoxy)borohydride In acetic acid; N,N-dimethyl-formamide at 20℃; for 69h; Solid phase reaction; reductive amination; Stage #2: butyric acid With benzotriazol-1-ol; dicyclohexyl-carbodiimide In N,N-dimethyl-formamide at 20℃; for 15h; Solid phase reaction; acylation; Stage #3: With dimethylsulfide; water; trifluoroacetic acid In dichloromethane at 20℃; for 15h; Solid phase reaction; cleavage of amide; | 100% |
4-Methoxyphenethylamine
piperidine-1,4-dicarboxylic acid mono-(4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoro-1,1-dimethylundecyl) ester
4-[2-(4-methoxy-phenyl)-ethylcarbamoyl]-piperidine-1-carboxylic acid 4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoro-1,1-dimethyl-undecyl ester
Conditions | Yield |
---|---|
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In chloroform; N,N-dimethyl-formamide at 20℃; for 16h; | 100% |
di-tert-butyl dicarbonate
4-Methoxyphenethylamine
N-(tert-butoxycarbonyl)-2-(4-methoxyphenyl)-ethylamine
Conditions | Yield |
---|---|
With guanidine hydrochloride In ethanol at 35 - 40℃; for 0.0166667h; | 100% |
With sulfonic acid-functionalized nanoporous titania catalyst In neat (no solvent) at 20℃; for 0.266667h; chemoselective reaction; | 96% |
With triethylamine In dichloromethane at 20℃; for 1h; | 96% |
4-Methoxyphenethylamine
Conditions | Yield |
---|---|
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine In N,N-dimethyl-formamide at 20℃; for 18h; | 99.94% |
acetic anhydride
4-Methoxyphenethylamine
N-(4-methoxyphenylethyl)acetamide
Conditions | Yield |
---|---|
at 20 - 30℃; for 1h; | 99% |
With triethylamine In dichloromethane for 2h; Ambient temperature; | 86% |
With triethylamine In dichloromethane at 20℃; | 85% |
chloroformic acid ethyl ester
4-Methoxyphenethylamine
ethyl-N-<2-(4-methoxyphenyl)ethyl>-carbamate
Conditions | Yield |
---|---|
With potassium carbonate In tetrahydrofuran at 25℃; | 99% |
With pyridine In dichloromethane at 0 - 20℃; | 99% |
With triethylamine In dichloromethane at 0 - 25℃; for 1h; | 98.3% |
N-((tert-butyloxy)carbonyl)iminodiacetic acid
4-Methoxyphenethylamine
N-((tert-butyloxy)carbonyl)-N'-(2-(4-methoxyphenyl)ethyl)iminodiacetic acid monoamide
Conditions | Yield |
---|---|
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 25℃; for 20h; Substitution; | 99% |
4-Methoxyphenethylamine
2-methoxy-5-chlorobenzoyl chloride
5-chloro-2-methoxy-N-(2-(4-methoxyphenyl)ethyl)benzamide
Conditions | Yield |
---|---|
With pyridine at 20℃; for 1h; | 99% |
Conditions | Yield |
---|---|
Stage #1: carbon disulfide; 4-Methoxyphenethylamine In isopropyl alcohol at 20℃; for 6h; Stage #2: phenylpropynoic acid ethyl ester; tributylphosphine In isopropyl alcohol at 20℃; Further stages.; | 99% |
(3,4-Dimethoxyphenyl)acetic acid
4-Methoxyphenethylamine
2-(3,4-dimethoxyphenyl)-N-[2-(4-methoxyphenyl)ethyl]acetamide
Conditions | Yield |
---|---|
In neat (no solvent) at 150℃; for 0.5h; Microwave irradiation; | 99% |
In 5,5-dimethyl-1,3-cyclohexadiene for 16h; Reflux; Inert atmosphere; | 94% |
4-chlorophenylacetic Acid
4-Methoxyphenethylamine
2-(4-chlorophenyl)-N-[2-(4-methoxyphenyl)ethyl]acetamide
Conditions | Yield |
---|---|
In neat (no solvent) at 150℃; for 0.5h; Microwave irradiation; | 99% |
4-Methoxyphenylacetic acid
4-Methoxyphenethylamine
2-(4-methoxyphenyl)-N-[2-(4-methoxyphenyl)ethyl]acetamide
Conditions | Yield |
---|---|
In neat (no solvent) at 150℃; for 0.5h; Microwave irradiation; | 99% |
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine |
3,4,5-trimethoxyphenyl acetic acid
4-Methoxyphenethylamine
N-[2-(4-methoxyphenyl)ethyl]-2-(3,4,5-trimethoxyphenyl)acetamide
Conditions | Yield |
---|---|
In neat (no solvent) at 150℃; for 0.5h; Microwave irradiation; | 99% |
4-Methoxyphenethylamine
2-naphthylacetic acid
N-[2-(4-methoxyphenyl)ethyl]-2-(naphthalen-2-yl)acetamide
Conditions | Yield |
---|---|
In neat (no solvent) at 150℃; for 0.5h; Microwave irradiation; | 99% |
girard's reagent T
4-Methoxyphenethylamine
A
1-hydroxy-pyrrolidine-2,5-dione
B
diisopropyl (2-((4-methoxyphenethyl)amino)-2-oxoethyl)phosphonate
Conditions | Yield |
---|---|
Stage #1: 2,5-dioxopyrrolidin-1-yl 2-(diisopropoxyphosphoryl)acetate; 4-Methoxyphenethylamine In dichloromethane at 20℃; for 4h; Stage #2: girard's reagent T In methanol; dichloromethane | A n/a B 99% C n/a |
4-Methoxyphenethylamine
Conditions | Yield |
---|---|
With 2,6-dimethylpyridine; 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 23℃; for 16h; Inert atmosphere; | 99% |
3,3,3-triphenylpropionyl chloride
4-Methoxyphenethylamine
Conditions | Yield |
---|---|
With dmap; triethylamine In dichloromethane at 0 - 20℃; for 48h; | 98.9% |
Conditions | Yield |
---|---|
Stage #1: caffeic acid With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide for 0.25h; Cooling with ice; Stage #2: 4-Methoxyphenethylamine In N,N-dimethyl-formamide at 20℃; | 98.8% |
Conditions | Yield |
---|---|
Stage #1: 3,4-(methylenedioxy)cinnamic acid With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide for 0.25h; Cooling with ice; Stage #2: 4-Methoxyphenethylamine In N,N-dimethyl-formamide at 20℃; | 98.4% |
4-Methoxyphenethylamine
2-(4-methoxycyclohexa-1,4-dienyl)ethylamine
Conditions | Yield |
---|---|
With ammonia; sodium In tetrahydrofuran; ethanol at -78℃; Birch reduction; | 98% |
With ammonia; lithium In tert-butyl alcohol at -78℃; for 6h; | 95% |
With ammonia; lithium In ethanol at -78℃; for 15h; | 94% |
4-Methoxyphenethylamine
p-toluenesulfonyl chloride
4-methyl-N-[2-(4-methoxyphenyl)ethyl]benzenesulfonamide
Conditions | Yield |
---|---|
In dichloromethane at 20℃; for 2h; Tosylation; | 98% |
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 2h; | 93% |
Stage #1: 4-Methoxyphenethylamine With sodium carbonate In water for 0.5h; pH=8 - 9; Stage #2: p-toluenesulfonyl chloride In water | 91% |
1-(4-chlorophenyl)cyclobutane-1-carboxylic acid
4-Methoxyphenethylamine
1-(4-chlorophenyl)-N-[2-(4-methoxyphenyl)ethyl]cyclobutanecarboxamide
Conditions | Yield |
---|---|
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 3 - 20℃; | 98% |
1,3-benzodioxole-5-acetic acid
4-Methoxyphenethylamine
2-(2H-1,3-benzodioxol-5-yl)-N-[2-(4-methoxyphenyl)ethyl]acetamide
Conditions | Yield |
---|---|
In neat (no solvent) at 150℃; for 0.5h; Microwave irradiation; | 98% |
In 5,5-dimethyl-1,3-cyclohexadiene for 16h; Reflux; Inert atmosphere; | 80% |
4-Methoxyphenethylamine
marinacarboline A
Conditions | Yield |
---|---|
With triethylamine; diethyl dicarbonate In N,N-dimethyl-formamide at -10 - 20℃; Inert atmosphere; | 98% |
With diethyl cyanophosphonate; triethylamine In N,N-dimethyl-formamide at -10 - 25℃; for 12.5h; | 96% |
phenyl isothiocyanate
4-Methoxyphenethylamine
1-(2-(4-methoxyphenyl)ethyl)-3-phenylthiourea
Conditions | Yield |
---|---|
In tetrahydrofuran at 20℃; | 98% |
(2R,3R,4R)-1,3,4-tris(benzyloxy)hexane-2,5-diethylsulfonate
4-Methoxyphenethylamine
(2S,3S,4R)-1-(4-methoxyphenethyl)-3,4-bis(benzyloxy)-2-(benzyloxymethyl)piperidine
Conditions | Yield |
---|---|
at 80 - 90℃; | 98% |
1. | ipr-mus LD50:100 mg/kg | NTIS** National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) No. AD277-689 . |
Poison by intraperitoneal route. When heated to decomposition it emits toxic fumes of NOx.
Hazard Codes:C,T
C:Corrosive
T:Toxic
Risk Statements
R34:Causes burns.
Safety Statements
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S27:Take off immediately all contaminated clothing .
RIDADR:
UN 2735 8/PG 3
WGK Germany:3
RTECS:SH7875000
F:10-23
Hazard Note:Toxic/Corrosive
HS Code:29222900
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