Product Name

  • Name

    4-Methoxybenzylamine

  • EINECS 219-247-2
  • CAS No. 2393-23-9
  • Article Data204
  • CAS DataBase
  • Density 1.028 g/cm3
  • Solubility It is highly soluble in water.
  • Melting Point -10 °C
  • Formula C8H11NO
  • Boiling Point 236.499 °C at 760 mmHg
  • Molecular Weight 137.181
  • Flash Point 98.8 °C
  • Transport Information UN 2735 8/PG 2
  • Appearance clear colorless to slightly yellow liquid
  • Safety 26-36/37/39-45-27
  • Risk Codes 34-37-22
  • Molecular Structure Molecular Structure of 2393-23-9 (4-Methoxybenzylamine)
  • Hazard Symbols CorrosiveC
  • Synonyms Benzylamine,p-methoxy- (6CI,7CI,8CI);(4-Methoxyphenyl)methanamine;1-(4-Methoxyphenyl)methanamine;1-Aminomethyl-4-methoxybenzene;4-Methoxybenzenemethanamine;4-Methoxyphenylmethylamine;Anisylamine;Para-methoxybenzylamine;p-Methoxybenzylamine;
  • PSA 35.25000
  • LogP 1.85420

Synthetic route

4-methoxybenzonitrile
874-90-8

4-methoxybenzonitrile

4-methoxy-benzylamine
2393-23-9

4-methoxy-benzylamine

Conditions
ConditionsYield
With hydrogen; aluminum oxide; silica gel; nickel In methanol; ammonia at 120℃; under 7600 Torr; for 6h;100%
With palladium 10% on activated carbon; hydrogen In methanol at 20℃; for 24h;100%
With [bis(2-methylallyl)cycloocta-1,5-diene]ruthenium(II); potassium tert-butylate; hydrogen bromide; hydrogen; 2-((di-iso-propylphosphino)methyl)-1-methyl-1H-imidazole In tetrahydrofuran; water; acetone; toluene at 20℃; under 37503.8 Torr; for 5.5h; Inert atmosphere; Schlenk technique; Autoclave;98%
2-[(4-methoxyphenyl)methyl]-1H-isoindole-1,3(2H)-dione
21244-24-6

2-[(4-methoxyphenyl)methyl]-1H-isoindole-1,3(2H)-dione

4-methoxy-benzylamine
2393-23-9

4-methoxy-benzylamine

Conditions
ConditionsYield
With hydrazine hydrate In tetrahydrofuran for 16h; Reflux;99%
With hydrazine hydrate In 1,4-dioxane at 110℃; Gabriel Amine Synthesis; Inert atmosphere;90%
With sodium hydroxide und anschliessend mit verd.Salzsaeure;
4-methoxy-benzylamine
2393-23-9

4-methoxy-benzylamine

Conditions
ConditionsYield
With sodium tetrahydroborate at 20℃; for 0.0333333h; neat (no solvent, solid phase);98%
With sodium hydrogensulfate monohydrate; molybdenum(V) chloride; sodium cyanoborohydride In ethanol for 1.1h; Reflux;95%
With ammonium formate; zinc In methanol for 0.05h; Heating;92%
N-(4-Methoxybenzyl)-2,4-dinitrobenzenesulfonamide

N-(4-Methoxybenzyl)-2,4-dinitrobenzenesulfonamide

4-methoxy-benzylamine
2393-23-9

4-methoxy-benzylamine

Conditions
ConditionsYield
With 2-hydroxyethanethiol In N,N-dimethyl-formamide at 20℃; for 1h;98%
4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

4-methoxy-benzylamine
2393-23-9

4-methoxy-benzylamine

Conditions
ConditionsYield
With nickel(II) tetrafluoroborate hexahydrate; ammonia; hydrogen; bis(2-diphenylphosphinoethyl)phenylphosphine In 2,2,2-trifluoroethanol at 100℃; for 24h; chemoselective reaction;97%
With ammonium hydroxide; hydrogen In ethanol at 130℃; under 7500.75 Torr; for 12h; Autoclave;93.4%
With ammonia; hydrogen In methanol at 30℃; for 15h; Autoclave;92%
N-(4-methoxybenzyl)-2-nitro-N-(prop-2-yn-1-yl)benzenesulfonamide
171414-16-7

N-(4-methoxybenzyl)-2-nitro-N-(prop-2-yn-1-yl)benzenesulfonamide

4-methoxy-benzylamine
2393-23-9

4-methoxy-benzylamine

Conditions
ConditionsYield
With polystyrene-thiophenol; caesium carbonate; triphenylphosphine In tetrahydrofuran at 20℃; for 24h;96%
With potassium carbonate; thiophenol In acetonitrile at 50℃;93%
With caesium carbonate; thiophenol In N,N-dimethyl-formamide at 20℃; for 0.5h;88%
p-methoxybenzyl chloride
824-94-2

p-methoxybenzyl chloride

4-methoxy-benzylamine
2393-23-9

4-methoxy-benzylamine

Conditions
ConditionsYield
With copper(ll) sulfate pentahydrate; ammonium hydroxide In PEG1000-DIL; methyl cyclohexane at 60℃; for 3h;96%
With ammonia at 25℃; Kinetics; Activation energy; Temperature; Reagent/catalyst;
Multi-step reaction with 2 steps
1: N,N-dimethyl-formamide / 18 h / Reflux
2: hydrazine hydrate / tetrahydrofuran / 16 h / Reflux
View Scheme
1-(azidomethyl)-4-methoxybenzene
70978-37-9

1-(azidomethyl)-4-methoxybenzene

4-methoxy-benzylamine
2393-23-9

4-methoxy-benzylamine

Conditions
ConditionsYield
With hydrogenchloride; indium In tetrahydrofuran at 20℃; for 3h;95%
With 1,3-diphenyl-disiloxane; triphenylphosphine In toluene at 23℃; for 24h; Reagent/catalyst; Solvent; Staudinger Azide Reduction;93%
With cerium(III) chloride; sodium iodide In acetonitrile for 24h; Heating;80%
4-methoxy-selenobenzamide
68090-03-9

4-methoxy-selenobenzamide

4-methoxy-benzylamine
2393-23-9

4-methoxy-benzylamine

Conditions
ConditionsYield
With samarium diiodide; water In tetrahydrofuran at 20℃; for 1h; Inert atmosphere;94%
N-(2-(4-methoxyphenyl)-2-oxoethyl)picolinamide

N-(2-(4-methoxyphenyl)-2-oxoethyl)picolinamide

4-methoxy-benzylamine
2393-23-9

4-methoxy-benzylamine

Conditions
ConditionsYield
Stage #1: N-(2-(4-methoxyphenyl)-2-oxoethyl)picolinamide With hydrogenchloride In water at 20℃; for 0.0833333h; Inert atmosphere;
Stage #2: With zinc In water at 20℃; for 16h; Inert atmosphere;
91%
methyl N-(4'-methoxybenzyl)carbamate
99075-91-9

methyl N-(4'-methoxybenzyl)carbamate

A

methanol
67-56-1

methanol

B

4-methoxy-benzylamine
2393-23-9

4-methoxy-benzylamine

Conditions
ConditionsYield
With C25H19BrMnN2O2P; potassium tert-butylate; hydrogen In toluene at 130℃; under 15001.5 Torr; for 48h;A 87 %Spectr.
B 91%
4-Methoxybenzyl alcohol
105-13-5

4-Methoxybenzyl alcohol

4-methoxy-benzylamine
2393-23-9

4-methoxy-benzylamine

Conditions
ConditionsYield
With ammonia In toluene at 110℃; under 5250.53 Torr; for 30h;89%
With ammonium hydroxide; C19H37IrN4(2+)*2I(1-) at 170℃; for 100h; Sealed tube;45%
Stage #1: 4-Methoxybenzyl alcohol With N-Boc-o-nitrobenzenesulfonamide-aminomethyl polystyrene res; triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 20℃; Mitsunobu reaction;
Stage #2: With trifluoroacetic acid In dichloromethane at 20℃;
Stage #3: With mercaptoethyl alcohol; 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 20℃;
N-(4-methoxybenzyl)-2-methylpropane-2-sulfinamide
1312299-36-7

N-(4-methoxybenzyl)-2-methylpropane-2-sulfinamide

4-methoxy-benzylamine
2393-23-9

4-methoxy-benzylamine

Conditions
ConditionsYield
With hydrogenchloride In 1,4-dioxane; methanol at 25℃; for 0.5h; Inert atmosphere;89%
N-(4-methoxybenzyl)-2,4-dinitro-benzenesulfonamide

N-(4-methoxybenzyl)-2,4-dinitro-benzenesulfonamide

A

S-(2,4-Dinitrophenyl)-cystein
3165-76-2

S-(2,4-Dinitrophenyl)-cystein

B

sulfur dioxide
7446-09-5

sulfur dioxide

C

4-methoxy-benzylamine
2393-23-9

4-methoxy-benzylamine

Conditions
ConditionsYield
In aq. phosphate buffer for 0.5h; pH=7.4;A n/a
B 84%
C n/a
4-methoxyphenylacetamide
3424-93-9

4-methoxyphenylacetamide

4-methoxy-benzylamine
2393-23-9

4-methoxy-benzylamine

Conditions
ConditionsYield
With titanium tetrachloride; magnesium In tetrahydrofuran at 0 - 20℃; Inert atmosphere;80%
With 1,10-Phenanthroline; diethoxymethylane; iron(II) acetate In toluene at 100℃; for 28h; Inert atmosphere; chemoselective reaction;60%
With benzo[b]thiophene-2-boronic acid; phenylsilane In toluene at 130℃; for 24h; Inert atmosphere; Schlenk technique; chemoselective reaction;42%
N-(9-fluorenylmethoxycarbonyl)-4-methoxybenzylamine

N-(9-fluorenylmethoxycarbonyl)-4-methoxybenzylamine

4-methoxy-benzylamine
2393-23-9

4-methoxy-benzylamine

Conditions
ConditionsYield
With triethylamine; 1-butyl-3-methylimidazolium Tetrafluoroborate In neat (no solvent) at 25℃; for 0.133333h; Green chemistry;80%
With piperidine In N,N-dimethyl-formamide at 25℃; for 0.166667h;
With piperidine In N,N-dimethyl-formamide at 20℃; for 2h;
1-(4-methoxybenzyl)-3,4-di(naphthalene-2-yl)-1H-pyrrole-2,5-dione

1-(4-methoxybenzyl)-3,4-di(naphthalene-2-yl)-1H-pyrrole-2,5-dione

4-methoxy-benzylamine
2393-23-9

4-methoxy-benzylamine

Conditions
ConditionsYield
With methanol; sodium hydroxide at 80℃; for 0.166667h; Microwave irradiation;80%
N,N-bis(p-methoxybenzyl)amine
17061-62-0

N,N-bis(p-methoxybenzyl)amine

A

4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

B

4-methoxy-benzylamine
2393-23-9

4-methoxy-benzylamine

Conditions
ConditionsYield
With sodium periodate; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; acetic acid In water; acetonitrile for 20h;A 80%
B 8%
4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

A

N-(4-methoxybenzyl)formamide
17061-63-1

N-(4-methoxybenzyl)formamide

B

4-methoxy-benzylamine
2393-23-9

4-methoxy-benzylamine

Conditions
ConditionsYield
With [pentamethylcyclopentadienyl*Ir(N-phenyl-2-pyridinecarboxamidate)Cl] In methanol at 37℃; for 15h; chemoselective reaction;A 21 %Spectr.
B 79%
1-hexene
592-41-6

1-hexene

4-Methoxybenzyl alcohol
105-13-5

4-Methoxybenzyl alcohol

A

1-(4-methoxyphenyl)-1-heptanone
69287-13-4

1-(4-methoxyphenyl)-1-heptanone

B

4-methoxy-benzylamine
2393-23-9

4-methoxy-benzylamine

Conditions
ConditionsYield
With 2-Amino-4-methylpyridine; Wilkinson's catalyst; polystyrene-based diphenylphosphine In toluene at 130℃; for 72h; Addition; dehydrogenation;A 68%
B 2%
4-methoxybenzonitrile
874-90-8

4-methoxybenzonitrile

A

N,N-bis(p-methoxybenzyl)amine
17061-62-0

N,N-bis(p-methoxybenzyl)amine

B

4-methoxy-benzylamine
2393-23-9

4-methoxy-benzylamine

Conditions
ConditionsYield
With sodium tetrahydroborate; nickel dichloride In ethanol at 20℃; for 0.0833333h;A 6%
B 64%
With hydrogen In carbon dioxide at 50℃; under 90009 Torr; for 4h; chemoselective reaction;
methanol
67-56-1

methanol

1-(azidomethyl)-4-methoxybenzene
70978-37-9

1-(azidomethyl)-4-methoxybenzene

A

N,N-dimethyl-4-methoxylbenzylamine
15175-54-9

N,N-dimethyl-4-methoxylbenzylamine

B

4-methoxy-N-methylbenzylamine
702-24-9

4-methoxy-N-methylbenzylamine

C

4-methoxy-benzylamine
2393-23-9

4-methoxy-benzylamine

Conditions
ConditionsYield
With trans-RuCl(phenpyra-Me)(PPh3)2PF6; sodium hydroxide at 125℃; for 2.5h; Sealed tube; Inert atmosphere; Glovebox;A 17 %Chromat.
B 62%
C 6 %Chromat.
4-methoxybenzylidenediphenylmethylamine
50289-28-6, 40462-63-3

4-methoxybenzylidenediphenylmethylamine

A

Diphenylmethane
101-81-5

Diphenylmethane

B

(diphenylmethyl)[(4-methoxyphenyl)methyl]amine
60996-87-4

(diphenylmethyl)[(4-methoxyphenyl)methyl]amine

C

4-methoxy-benzylamine
2393-23-9

4-methoxy-benzylamine

Conditions
ConditionsYield
With sodium In 1,4-dioxane a. 10h, reflux, b. 6h, RT;A 26%
B 39%
C 27%
With sodium In 1,4-dioxane a. 10h, reflux, b. 6h, RT; other educts;A 26%
B 39%
C 27%
1-(azidomethyl)-4-methoxybenzene
70978-37-9

1-(azidomethyl)-4-methoxybenzene

A

4-methoxy-benzylamine
2393-23-9

4-methoxy-benzylamine

B

N-methyl-N-(4-methoxyphenyl)amine
5961-59-1

N-methyl-N-(4-methoxyphenyl)amine

C

(4-methoxy-benzyl)-(4-methoxy-phenyl)-methyl-amine

(4-methoxy-benzyl)-(4-methoxy-phenyl)-methyl-amine

Conditions
ConditionsYield
With triethylsilane; tin(IV) chloride In dichloromethane at 0 - 5℃; Rearrangement; Reduction; Addition;A 13%
B 8%
C 34%
N,N'-Bis-[1-(4-methoxy-phenyl)-meth-(E)-ylidene]-hydrazine
41097-47-6

N,N'-Bis-[1-(4-methoxy-phenyl)-meth-(E)-ylidene]-hydrazine

A

(1R,2S)/(1S,2R)-1,2-diamino-1,2-bis(4-methoxyphenyl)ethane
58520-45-9

(1R,2S)/(1S,2R)-1,2-diamino-1,2-bis(4-methoxyphenyl)ethane

B

4-methoxy-benzylamine
2393-23-9

4-methoxy-benzylamine

d,l-1,2-diamino-1,2-bis(4-methoxyphenyl)ethane

d,l-1,2-diamino-1,2-bis(4-methoxyphenyl)ethane

Conditions
ConditionsYield
With titanium tetrachloride; zinc In tetrahydrofuran at 25℃; for 8h; reduction;A 13%
B 26%
C n/a
With methanesulfonic acid; zinc In tetrahydrofuran at 25℃; for 8h; reduction;A n/a
B 13%
C n/a

A

(1R,2S)/(1S,2R)-1,2-diamino-1,2-bis(4-methoxyphenyl)ethane
58520-45-9

(1R,2S)/(1S,2R)-1,2-diamino-1,2-bis(4-methoxyphenyl)ethane

B

4-methoxy-benzylamine
2393-23-9

4-methoxy-benzylamine

d,l-1,2-diamino-1,2-bis(4-methoxyphenyl)ethane

d,l-1,2-diamino-1,2-bis(4-methoxyphenyl)ethane

Conditions
ConditionsYield
With methanesulfonic acid; zinc In acetonitrile at 25℃; reduction;A n/a
B 17%
C n/a
4-Methylanisole
104-93-8

4-Methylanisole

4-methoxy-benzylamine
2393-23-9

4-methoxy-benzylamine

Conditions
ConditionsYield
With C5H11NO*CHF3O3S In ethanol; water at 10℃; for 12h; pH=7.4; Inert atmosphere; Sealed tube; Enzymatic reaction;17%
4-methoxyphenylacetamide
3424-93-9

4-methoxyphenylacetamide

A

4-methoxy-benzylamine
2393-23-9

4-methoxy-benzylamine

B

4-Methoxybenzyl alcohol
105-13-5

4-Methoxybenzyl alcohol

Conditions
ConditionsYield
With sulfuric acid at 35 - 40℃; bei der elektrolytischen Reduktion;
benzaldehyde
100-52-7

benzaldehyde

4-methoxy-benzylamine
2393-23-9

4-methoxy-benzylamine

N-(4-methoxybenzyl)benzaldimine
31490-38-7

N-(4-methoxybenzyl)benzaldimine

Conditions
ConditionsYield
With magnesium sulfate In dichloromethane at 20℃; for 12h;100%
With magnesium sulfate In dichloromethane for 3h; Reflux;100%
In dichloromethane for 18h; Molecular sieve;92%
4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

4-methoxy-benzylamine
2393-23-9

4-methoxy-benzylamine

N-(4-methoxybenzylidene)-4-methoxybenzylamine
3261-60-7

N-(4-methoxybenzylidene)-4-methoxybenzylamine

Conditions
ConditionsYield
With magnesium sulfate In dichloromethane for 3h; Reflux;100%
In toluene for 24h; Condensation; Heating;95%
(2S)-3-(benzyloxy)-2-methylpropanal
79027-28-4

(2S)-3-(benzyloxy)-2-methylpropanal

sodium cyanide
143-33-9

sodium cyanide

4-methoxy-benzylamine
2393-23-9

4-methoxy-benzylamine

(3R)-2-(4-methoxybenzylamino)-3-benzyloxymethylbutyronitrile
130533-04-9

(3R)-2-(4-methoxybenzylamino)-3-benzyloxymethylbutyronitrile

Conditions
ConditionsYield
With hydrogenchloride In methanol; water for 2h; Ambient temperature;100%
4-methoxy-benzylamine
2393-23-9

4-methoxy-benzylamine

N-(4-methoxybenzylidene)-4-methoxybenzylamine
3261-60-7

N-(4-methoxybenzylidene)-4-methoxybenzylamine

Conditions
ConditionsYield
With oxygen; methylene blue; potassium carbonate In acetonitrile at 20℃; for 10h; Irradiation; Green chemistry;100%
With cobalt nanoparticles encapsulated within nitrogen doped graphitic shells prepared via pyrolysis of poly([1,3-bis(4-vinylbenzyl)imidazolium]CoCl4) at 800 oC In toluene at 120℃; for 12h; Catalytic behavior; Reagent/catalyst; Solvent; Inert atmosphere; Schlenk technique; Sealed tube;99%
With 2',3',4'-trihydroxyacetophenone In water at 20℃; for 24h;98%
4-methoxy-benzylamine
2393-23-9

4-methoxy-benzylamine

1,1'-carbonyldiimidazole
530-62-1

1,1'-carbonyldiimidazole

N-(1H-imidazol-1-ylcarbonyl)-4-methoxybenzylamine

N-(1H-imidazol-1-ylcarbonyl)-4-methoxybenzylamine

Conditions
ConditionsYield
Stage #1: 4-methoxy-benzylamine With hydrogenchloride In 1,4-dioxane; dichloromethane at 20℃; for 0.166667h;
Stage #2: 1,1'-carbonyldiimidazole In N,N-dimethyl-formamide at 0℃; for 0.116667h;
100%
Stage #1: 4-methoxy-benzylamine With hydrogenchloride In 1,4-dioxane; dichloromethane at 20℃; for 0.0833333h; Inert atmosphere;
Stage #2: 1,1'-carbonyldiimidazole In N,N-dimethyl-formamide for 2h; Inert atmosphere;
98%
Stage #1: 4-methoxy-benzylamine With hydrogenchloride In dichloromethane; isopropyl alcohol
Stage #2: 1,1'-carbonyldiimidazole In dichloromethane; N,N-dimethyl-formamide; isopropyl alcohol at 20℃; for 1.5h;
87%
2,3,5-tri-O-benzyl-β-D-arabinofuranoside
60933-68-8

2,3,5-tri-O-benzyl-β-D-arabinofuranoside

4-methoxy-benzylamine
2393-23-9

4-methoxy-benzylamine

(3S,4S,5S)-3,4-Bis-benzyloxy-5-hydroxy-1-(4-methoxy-benzyl)-pyrrolidin-2-one

(3S,4S,5S)-3,4-Bis-benzyloxy-5-hydroxy-1-(4-methoxy-benzyl)-pyrrolidin-2-one

Conditions
ConditionsYield
With 4 A molecular sieve In benzene Heating;100%
citraconic acid anhydride
616-02-4

citraconic acid anhydride

4-methoxy-benzylamine
2393-23-9

4-methoxy-benzylamine

1-(4-Methoxy-benzyl)-3-methyl-pyrrole-2,5-dione
215871-89-9

1-(4-Methoxy-benzyl)-3-methyl-pyrrole-2,5-dione

Conditions
ConditionsYield
With acetic acid at 100℃; for 5h;100%
In toluene for 13h; Heating;80%
4-methoxy-benzylamine
2393-23-9

4-methoxy-benzylamine

2-phenylthioacetimidic acid phenyl ester hydrobromide

2-phenylthioacetimidic acid phenyl ester hydrobromide

N-(4-methoxy-benzyl)-2-phenyl-acetamidine; hydrobromide

N-(4-methoxy-benzyl)-2-phenyl-acetamidine; hydrobromide

Conditions
ConditionsYield
In methanol for 5h; Ambient temperature;100%
4-methoxy-benzylamine
2393-23-9

4-methoxy-benzylamine

2,3-isopropylidene-glyceraldehyde
15186-48-8

2,3-isopropylidene-glyceraldehyde

[1-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-meth-(E)-ylidene]-(4-methoxy-benzyl)-amine
124455-21-6, 124455-24-9

[1-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-meth-(E)-ylidene]-(4-methoxy-benzyl)-amine

Conditions
ConditionsYield
With magnesium sulfate In diethyl ether at 0℃; for 3h;100%
With magnesium sulfate In diethyl ether at 0℃; Condensation;
With magnesium sulfate In dichloromethane for 0.5h;
2,3,5-tri-O-benzyl-D-arabinofuranose
160549-10-0

2,3,5-tri-O-benzyl-D-arabinofuranose

4-methoxy-benzylamine
2393-23-9

4-methoxy-benzylamine

((3S,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-(4-methoxy-benzyl)-amine
157831-24-8

((3S,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-(4-methoxy-benzyl)-amine

Conditions
ConditionsYield
With 4 A molecular sieve In chloroform; benzene Substitution; Heating;100%
With MS 4 Angstroem In chloroform; benzene Condensation; reflux;100%
4-methoxy-benzylamine
2393-23-9

4-methoxy-benzylamine

N-[(tert-butoxy)carbonyl]-N-(2-oxo-4-phenylbutyl)glycine
305324-44-1

N-[(tert-butoxy)carbonyl]-N-(2-oxo-4-phenylbutyl)glycine

4-[(tert-butoxy)carbonyl]-1-[(4-methoxyphenyl)methyl]-6-(2-phenylethyl)piperazin-2-one
305324-53-2

4-[(tert-butoxy)carbonyl]-1-[(4-methoxyphenyl)methyl]-6-(2-phenylethyl)piperazin-2-one

Conditions
ConditionsYield
Stage #1: 4-methoxy-benzylamine; N-[(tert-butoxy)carbonyl]-N-(2-oxo-4-phenylbutyl)glycine With sodium tris(acetoxy)borohydride; acetic acid at 25℃; Condensation;
Stage #2: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 25℃; Cyclization;
100%
4-methoxy-benzylamine
2393-23-9

4-methoxy-benzylamine

acrylonitrile
107-13-1

acrylonitrile

3-(4-methoxybenzylamino)propanenitrile
55383-76-1

3-(4-methoxybenzylamino)propanenitrile

Conditions
ConditionsYield
With aluminum oxide In neat (no solvent) at 90℃; for 4h; Michael Addition; Green chemistry;100%
aza-Michael reaction;84%
at 20℃; for 45h;81%
4-methoxy-benzylamine
2393-23-9

4-methoxy-benzylamine

4-Oxo-1-(3-pyridyl)-1-butanone
76014-80-7

4-Oxo-1-(3-pyridyl)-1-butanone

3-[1-(4-methoxybenzyl)pyrrol-2-yl]pyridine

3-[1-(4-methoxybenzyl)pyrrol-2-yl]pyridine

Conditions
ConditionsYield
In methanol; dichloromethane at 20℃; for 1h;100%
4-methoxy-benzylamine
2393-23-9

4-methoxy-benzylamine

6-(5-benzyloxycarbonylamino-5-methoxycarbonyl-pentylcarbamoyl)-1,3-dihydro-isoindole-2,5-dicarboxylic acid 2-tert-butyl ester
401809-94-7

6-(5-benzyloxycarbonylamino-5-methoxycarbonyl-pentylcarbamoyl)-1,3-dihydro-isoindole-2,5-dicarboxylic acid 2-tert-butyl ester

5-(5-benzyloxycarbonylamino-5-methoxycarbonyl-pentylcarbamoyl)-6-(4-methoxy-benzylcarbamoyl)-1,3-dihydro-isoindole-2-carboxylic acid tert-butyl ester

5-(5-benzyloxycarbonylamino-5-methoxycarbonyl-pentylcarbamoyl)-6-(4-methoxy-benzylcarbamoyl)-1,3-dihydro-isoindole-2-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 25℃; for 16h;100%
4-methoxy-benzylamine
2393-23-9

4-methoxy-benzylamine

polymer; monomer(s): 2-methyl-3a,4,7,7a-tetrahydro-4,7-methano-1H-isoindole-1,3(2H)-dione; 2-{4-[(4,6-dichloro-1,3,5-triazin-2-yl)amino]benzyl}-3a,4,7,7a-tetrahydro-4,7-methano-1H-isoindole-1,3(2H)-dione

polymer; monomer(s): 2-methyl-3a,4,7,7a-tetrahydro-4,7-methano-1H-isoindole-1,3(2H)-dione; 2-{4-[(4,6-dichloro-1,3,5-triazin-2-yl)amino]benzyl}-3a,4,7,7a-tetrahydro-4,7-methano-1H-isoindole-1,3(2H)-dione

polymer; monomer(s): 2-methyl-3a,4,7,7a-tetrahydro-4,7-methano-1H-isoindole-1,3(2H)-dione; 2-{4-[(4,6-dichloro-1,3,5-triazin-2-yl)amino]benzyl}-3a,4,7,7a-tetrahydro-4,7-methano-1H-isoindole-1,3(2H)-dione; 4-methoxybenzylamine

polymer; monomer(s): 2-methyl-3a,4,7,7a-tetrahydro-4,7-methano-1H-isoindole-1,3(2H)-dione; 2-{4-[(4,6-dichloro-1,3,5-triazin-2-yl)amino]benzyl}-3a,4,7,7a-tetrahydro-4,7-methano-1H-isoindole-1,3(2H)-dione; 4-methoxybenzylamine

Conditions
ConditionsYield
With poly(vinylpyridine) In 1,2-dichloro-ethane at 90℃; for 42h;100%
4-methoxy-benzylamine
2393-23-9

4-methoxy-benzylamine

1,1'-Thiocarbonyldiimidazole
6160-65-2

1,1'-Thiocarbonyldiimidazole

methyl iodide
74-88-4

methyl iodide

3-(4-methoxy-benzylthiocarbamoyl)-1-methyl-3H-imidazol-1-ium; iodide

3-(4-methoxy-benzylthiocarbamoyl)-1-methyl-3H-imidazol-1-ium; iodide

Conditions
ConditionsYield
Stage #1: 4-methoxy-benzylamine; 1,1'-Thiocarbonyldiimidazole In acetonitrile at 20℃; for 1h;
Stage #2: methyl iodide In acetonitrile at 20℃;
100%
4-methoxy-benzylamine
2393-23-9

4-methoxy-benzylamine

[6-benzylsulfonyl-9-(tetrahydropyran-2-yl)-9H-purin-2-yl]-3-methyl-pent-1-yn-3-ol
498543-07-0

[6-benzylsulfonyl-9-(tetrahydropyran-2-yl)-9H-purin-2-yl]-3-methyl-pent-1-yn-3-ol

(3RS)-1-[6-(4-methoxybenzylamino)-9-(tetrahydropyran-2-yl)-9H-purin-2-yl]-3-methyl-pent-1-yn-3-ol

(3RS)-1-[6-(4-methoxybenzylamino)-9-(tetrahydropyran-2-yl)-9H-purin-2-yl]-3-methyl-pent-1-yn-3-ol

Conditions
ConditionsYield
In tert-butyl alcohol at 20℃; for 0.416667h;100%
bis(trichloromethyl) carbonate
32315-10-9

bis(trichloromethyl) carbonate

4-methoxy-benzylamine
2393-23-9

4-methoxy-benzylamine

4-methoxybenzyl isocyanate
56651-60-6

4-methoxybenzyl isocyanate

Conditions
ConditionsYield
With triethylamine In dichloromethane100%
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at -80℃;
With sodium hydrogencarbonate In dichloromethane; water at 0℃; for 2.5h;
4-methoxy-benzylamine
2393-23-9

4-methoxy-benzylamine

methyl 3-(R)-methyl-5-hydroxypentanoate
32365-96-1, 68702-74-9, 86462-82-0

methyl 3-(R)-methyl-5-hydroxypentanoate

(3R)-5-hydroxy-N-(4-methoxybenzyl)-3-methylpentanamide
234447-80-4

(3R)-5-hydroxy-N-(4-methoxybenzyl)-3-methylpentanamide

Conditions
ConditionsYield
In toluene at 105 - 110℃; for 4h;100%
In toluene for 3h; Heating;97%
4-methoxy-benzylamine
2393-23-9

4-methoxy-benzylamine

3,5-dimethyl-N-nitro-1H-pyrazole-1-carboxamidine
2946-89-6

3,5-dimethyl-N-nitro-1H-pyrazole-1-carboxamidine

N-nitro-N'-(4-methoxy-benzyl)guanidine

N-nitro-N'-(4-methoxy-benzyl)guanidine

Conditions
ConditionsYield
In methanol at 20℃;100%
4-methoxy-benzylamine
2393-23-9

4-methoxy-benzylamine

benzotriazole-1-carbothioic acid (1,5-dimethylhexyl)amide
690634-05-0

benzotriazole-1-carbothioic acid (1,5-dimethylhexyl)amide

1-(1,5-dimethylhexyl)-3-(4-methoxybenzyl)thiourea

1-(1,5-dimethylhexyl)-3-(4-methoxybenzyl)thiourea

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 24h;100%
4-methoxy-benzylamine
2393-23-9

4-methoxy-benzylamine

N,N'-di(tert-butoxycarbonyl)-N''-trifluoromethanesulfonylguanidine

N,N'-di(tert-butoxycarbonyl)-N''-trifluoromethanesulfonylguanidine

N,N''-bis(tert-butoxycarbonyl)-N'-(4-methoxybenzyl)guanidine

N,N''-bis(tert-butoxycarbonyl)-N'-(4-methoxybenzyl)guanidine

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃;100%
benzaldehyde
100-52-7

benzaldehyde

4-methoxy-benzylamine
2393-23-9

4-methoxy-benzylamine

(E)-N-benzylidene-1-(4-methoxyphenyl)methanamine
206768-78-7

(E)-N-benzylidene-1-(4-methoxyphenyl)methanamine

Conditions
ConditionsYield
With magnesium sulfate In dichloromethane at 20℃; for 12h;100%
With sodium sulfate In dichloromethane at 20℃; for 24h;95%
Stage #1: 4-methoxy-benzylamine In dichloromethane for 0.0833333h; Molecular sieve;
Stage #2: benzaldehyde In dichloromethane at 20℃;
95%
perfluorobenzaldehyde
653-37-2

perfluorobenzaldehyde

4-methoxy-benzylamine
2393-23-9

4-methoxy-benzylamine

(E)-4-methoxy-N-(pentafluorobenzylidene)benzylamine
730992-49-1

(E)-4-methoxy-N-(pentafluorobenzylidene)benzylamine

Conditions
ConditionsYield
In dichloromethane at 20℃; for 3h;100%
furfural
98-01-1

furfural

4-methoxy-benzylamine
2393-23-9

4-methoxy-benzylamine

N-(furan-2-ylmethylene)-1-(4-methoxyphenyl)methanamine

N-(furan-2-ylmethylene)-1-(4-methoxyphenyl)methanamine

Conditions
ConditionsYield
With magnesium sulfate In dichloromethane at 20℃; Inert atmosphere; Darkness;100%
In methanol at 20℃;88%
In benzene Heating;
4-methoxy-benzylamine
2393-23-9

4-methoxy-benzylamine

((3S,4R,5S)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-(4-methoxy-benzyl)-amine

((3S,4R,5S)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-(4-methoxy-benzyl)-amine

Conditions
ConditionsYield
With 4 A molecular sieve In dichloromethane at 50℃; for 15h;100%
4-methoxy-benzylamine
2393-23-9

4-methoxy-benzylamine

acrylic acid methyl ester
292638-85-8

acrylic acid methyl ester

methyl 3-((4-methoxybenzyl)amino)propanoate
55383-92-1

methyl 3-((4-methoxybenzyl)amino)propanoate

Conditions
ConditionsYield
In methanol at 0℃; for 15.5h;100%
With aluminum oxide In neat (no solvent) at 75℃; for 3.5h; Michael Addition; Green chemistry;91%
aza-Michael reaction;89%
With CLEA Pseudomonas stutzeri lipase (PSL) In hexane at 60℃; for 96h; Michael Addition; Sealed tube; Enzymatic reaction;74%
With Pseudomonas fluorescence lipase immobilized on hyroxypropyl methyl cellulose support In toluene at 50℃; for 3h; Reagent/catalyst; Michael Addition; Enzymatic reaction; chemoselective reaction;
2,2-dimethylsuccinic anhydride
17347-61-4

2,2-dimethylsuccinic anhydride

4-methoxy-benzylamine
2393-23-9

4-methoxy-benzylamine

1-(4-methoxybenzyl)-3,3-dimethylpyrrolidine-2,5-dione
322642-40-0

1-(4-methoxybenzyl)-3,3-dimethylpyrrolidine-2,5-dione

Conditions
ConditionsYield
In toluene for 11h; Heating;100%
With dmap; acetic acid Autoclave; Inert atmosphere;99%

4-methoxybenzylamine Chemical Properties

Molecular Structure of 4-methoxybenzylamine (CAS NO.2393-23-9):

IUPAC Name: (4-methoxyphenyl)methanamine 
Empirical Formula: C8H11NO
Molecular Weight: 137.179
EINECS: 219-247-2
Melting point:  -10°C
H bond acceptors: 2
H bond donors: 2
Freely Rotating Bonds: 3
Polar Surface Area: 12.47 Å2
Index of Refraction: 1.532
Molar Refractivity: 41.38 cm3
Molar Volume: 133.4 cm3
Surface Tension: 37.3 dyne/cm
Density: 1.028 g/cm3
Flash Point: 98.8 °C
Enthalpy of Vaporization: 47.33 kJ/mol
Boiling Point: 236.5 °C at 760 mmHg
Vapour Pressure: 0.0472 mmHg at 25°C
Sensitive: Air Sensitive
BRN: 508206
InChI
InChI=1/C8H11NO/c1-10-8-4-2-7(6-9)3-5-8/h2-5H,6,9H2,1H3
Smiles
O(c1ccc(cc1)CN)C
Product Categories: Anilines, Aromatic Amines and Nitro Compounds; Amine; Amines; API intermediates; C8; Nitrogen Compounds

4-methoxybenzylamine Safety Profile

Hazard Codes: CorrosiveC
Risk Statements: 34-37-22
R34:Causes burns. 
R37:Irritating to respiratory system 
R22:Harmful if swallowed.
Safety Statements: 26-36/37/39-45-27
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 the label whenever possible.) 
S27:Take off immediately all contaminated clothing.
RIDADR: UN 2735 8/PG 2 
WGK Germany: 3 
Hazard Note: Corrosive
HazardClass: 8
PackingGroup: III
HS Code: 29222900

4-methoxybenzylamine Specification

  4-methoxybenzylamine , with CAS number of 2393-23-9, can be called (4-Methoxyphenyl)methanamine ; 1-(4-Methoxyphenyl)methanamine ; 1-Aminomethyl-4-methoxybenzene ; 4-Methoxybenzylamine ; 4-Methoxyphenylmethylamine ; Anisylamine ; p-Methoxybenzylamine . It is a clear colorless to slightly yellow liquid. For the synthesis of pharmaceutical intermediates.

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