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2393-23-9

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2393-23-9 Usage

Chemical Properties

clear colorless to slightly yellow liqui

Uses

4-Methoxybenzylamine is an important raw material and intermediate used in Organic Synthesis, Pharmaceuticals, Agrochemicals and Dyestuff. It is also used fine chemical intemediate.

Definition

ChEBI: 1-(4-methoxyphenyl)methanamine is an aralkylamino compound that is benzylamine substituted by a methoxy group at the para position. It is a primary amino compound, an aromatic ether and an aralkylamino compound.

Flammability and Explosibility

Notclassified

Check Digit Verification of cas no

The CAS Registry Mumber 2393-23-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,3,9 and 3 respectively; the second part has 2 digits, 2 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 2393-23:
(6*2)+(5*3)+(4*9)+(3*3)+(2*2)+(1*3)=79
79 % 10 = 9
So 2393-23-9 is a valid CAS Registry Number.
InChI:InChI=1/C8H11NO/c1-10-8-4-2-7(6-9)3-5-8/h2-5H,6,9H2,1H3/p+1

2393-23-9 Well-known Company Product Price

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  • Alfa Aesar

  • (A14999)  4-Methoxybenzylamine, 98+%   

  • 2393-23-9

  • 25g

  • 437.0CNY

  • Detail
  • Alfa Aesar

  • (A14999)  4-Methoxybenzylamine, 98+%   

  • 2393-23-9

  • 100g

  • 1116.0CNY

  • Detail
  • Alfa Aesar

  • (A14999)  4-Methoxybenzylamine, 98+%   

  • 2393-23-9

  • 500g

  • 4766.0CNY

  • Detail

2393-23-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 1-(4-methoxyphenyl)methanamine

1.2 Other means of identification

Product number -
Other names 4-Methoxybenzylamine

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:2393-23-9 SDS

2393-23-9Synthetic 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%

2393-23-9Relevant articles and documents

Method for preparing primary amine by catalytically reducing nitrile compounds through nano-porous palladium catalyst

-

Paragraph 0073-0076, (2021/05/29)

The invention belongs to the technical field of heterogeneous catalysis, and provides a method for preparing primary amine by catalytically reducing nitrile compounds with a nano-porous palladium catalyst. According to the invention, aromatic and aliphatic nitrile compounds are adopted as raw materials, nano-porous palladium is adopted as a catalyst, ammonia borane is adopted as a hydrogen source, no additional additive is added, and selective hydrogenation is performed to prepare the corresponding primary amine. The method provided by the invention has the beneficial effects of mild reaction conditions, no additive, environmental protection, no need of hydrogen, simple operation, stable hydrogen source, safety, harmlessness, high conversion rate, high selectivity and good catalyst stability, and makes industrialization possible.

Zirconium-hydride-catalyzed site-selective hydroboration of amides for the synthesis of amines: Mechanism, scope, and application

Han, Bo,Jiao, Haijun,Wu, Lipeng,Zhang, Jiong

, p. 2059 - 2067 (2021/09/02)

Developing mild and efficient catalytic methods for the selective synthesis of amines is a longstanding research objective. In this respect, catalytic deoxygenative amide reduction has proven to be promising but challenging, as this approach necessitates selective C–O bond cleavage. Herein, we report the selective hydroboration of primary, secondary, and tertiary amides at room temperature catalyzed by an earth-abundant-metal catalyst, Zr-H, for accessing diverse amines. Various readily reducible functional groups, such as esters, alkynes, and alkenes, were well tolerated. Furthermore, the methodology was extended to the synthesis of bio- and drug-derived amines. Detailed mechanistic studies revealed a reaction pathway entailing aldehyde and amido complex formation via an unusual C–N bond cleavage-reformation process, followed by C–O bond cleavage.

Preparation method of P-methoxybenzyl amine

-

Paragraph 0025-0029, (2021/11/26)

To the method, methoxybenzaldehyde is dissolved in a solvent, a nickel-containing ternary catalyst is added, liquid ammonia is added under stirring, and hydrogen is added to carry out catalytic hydrogenation reaction. The reaction was isolated by distillation to obtain methoxybenzyl amine. The method has the characteristics of mild and safe reaction conditions, simple operation, less side reaction, high purity, high yield, and cost, good quality and the like, and has wide application prospects.

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