Product Name

  • Name

    4-ETHOXY-3-METHOXYPHENETHYLAMINE

  • EINECS
  • CAS No. 36377-59-0
  • Article Data20
  • CAS DataBase
  • Density 1.025 g/cm3
  • Solubility
  • Melting Point
  • Formula C11H17NO2
  • Boiling Point 295.3 °C at 760 mmHg
  • Molecular Weight 195.261
  • Flash Point 144.1 °C
  • Transport Information
  • Appearance
  • Safety 26-36/37/39
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 36377-59-0 (4-ETHOXY-3-METHOXYPHENETHYLAMINE)
  • Hazard Symbols IrritantXi
  • Synonyms Phenethylamine,4-ethoxy-3-methoxy- (6CI);2-(4-Ethoxy-3-methoxyphenyl)ethanamine;3-Methoxy-4-ethoxyphenethylamine;4-Ethoxy-3-methoxyphenethylamine;
  • PSA 44.48000
  • LogP 2.29540

Synthetic route

4-ethoxy-3-methoxy-β-nitro-styrene
54110-88-2

4-ethoxy-3-methoxy-β-nitro-styrene

2-(4-ethoxy-3-methoxyphenyl)ethylamine
36377-59-0

2-(4-ethoxy-3-methoxyphenyl)ethylamine

Conditions
ConditionsYield
at 65℃; bei der elektrolytischen Reduktion;
With hydrogenchloride; ethanol at 65℃; Electrolysis.bei der elektrolytischen Reduktion an Bleikathoden;
With lithium aluminium tetrahydride; diethyl ether; benzene
4-ethoxy-3-methoxybenzylcyanide
103796-52-7

4-ethoxy-3-methoxybenzylcyanide

2-(4-ethoxy-3-methoxyphenyl)ethylamine
36377-59-0

2-(4-ethoxy-3-methoxyphenyl)ethylamine

Conditions
ConditionsYield
With ammonia; nickel at 120 - 140℃; under 91938.4 Torr; Hydrogenation;
With sodium hydroxide; nickel Hydrogenation;
3-(4-ethoxy-3-methoxy-phenyl)-propionic acid amide
858783-47-8

3-(4-ethoxy-3-methoxy-phenyl)-propionic acid amide

2-(4-ethoxy-3-methoxyphenyl)ethylamine
36377-59-0

2-(4-ethoxy-3-methoxyphenyl)ethylamine

Conditions
ConditionsYield
With potassium hypobromite
With sodium hypochlorite
3-(4-ethoxy-3-methoxy-phenyl)-propionic acid hydrazide
121670-34-6

3-(4-ethoxy-3-methoxy-phenyl)-propionic acid hydrazide

2-(4-ethoxy-3-methoxyphenyl)ethylamine
36377-59-0

2-(4-ethoxy-3-methoxyphenyl)ethylamine

Conditions
ConditionsYield
With hydrogenchloride; diethyl ether; sodium nitrite Erwaermen des Reaktionsprodukts mit Aethanol und anschliessend mit wss.NaOH;
4-ethoxy-3-methoxy-β-nitro-styrene
54110-88-2

4-ethoxy-3-methoxy-β-nitro-styrene

acetic acid
64-19-7

acetic acid

hydrogen

hydrogen

platinum

platinum

2-(4-ethoxy-3-methoxyphenyl)ethylamine
36377-59-0

2-(4-ethoxy-3-methoxyphenyl)ethylamine

Conditions
ConditionsYield
nachfolgend Reduktion mit Natriumamalgam in Essigsaeure;
ethanol
64-17-5

ethanol

4-ethoxy-3-methoxy-β-nitro-styrene
54110-88-2

4-ethoxy-3-methoxy-β-nitro-styrene

acetic acid
64-19-7

acetic acid

zinc dust

zinc dust

2-(4-ethoxy-3-methoxyphenyl)ethylamine
36377-59-0

2-(4-ethoxy-3-methoxyphenyl)ethylamine

Conditions
ConditionsYield
nachfolgend Reduktion mit Natriumamalgam;
3-methoxy-4-ethoxy-DL-mandelonitrile

3-methoxy-4-ethoxy-DL-mandelonitrile

A

2-(4-ethoxy-3-methoxyphenyl)ethylamine
36377-59-0

2-(4-ethoxy-3-methoxyphenyl)ethylamine

B

1-(4-ethoxy-3-methoxy-phenyl)-2-amino-ethanol

1-(4-ethoxy-3-methoxy-phenyl)-2-amino-ethanol

Conditions
ConditionsYield
With palladium; acetic acid Hydrogenation;
1-ethoxy-4-chloromethyl-2-methoxy-benzene
53979-18-3

1-ethoxy-4-chloromethyl-2-methoxy-benzene

2-(4-ethoxy-3-methoxyphenyl)ethylamine
36377-59-0

2-(4-ethoxy-3-methoxyphenyl)ethylamine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: benzene
2: Raney nickel; ethanolic NH3 / 120 - 140 °C / 91938.4 Torr / Hydrogenation
View Scheme
3-(4-ethoxy-3-methoxyphenyl)-propionic acid
30044-91-8

3-(4-ethoxy-3-methoxyphenyl)-propionic acid

2-(4-ethoxy-3-methoxyphenyl)ethylamine
36377-59-0

2-(4-ethoxy-3-methoxyphenyl)ethylamine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: thionyl chloride; chloroform / Eintragen des Reaktionsgemisches in ein Gemisch von wss. Natronlauge und wss. Ammoniak
2: aqueous sodium hypochlorite
View Scheme
C11H15NO4

C11H15NO4

2-(4-ethoxy-3-methoxyphenyl)ethylamine
36377-59-0

2-(4-ethoxy-3-methoxyphenyl)ethylamine

Conditions
ConditionsYield
With hydrogenchloride; zinc In ethanol; water for 3h;
4-ethoxy-3-methoxybenzaldehyde
120-25-2

4-ethoxy-3-methoxybenzaldehyde

2-(4-ethoxy-3-methoxyphenyl)ethylamine
36377-59-0

2-(4-ethoxy-3-methoxyphenyl)ethylamine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: methylamine / methanol / 3.5 h / 50 °C
2: sodium tetrahydroborate; methanol / 2 h / Reflux
3: zinc; hydrogenchloride / ethanol; water / 3 h
View Scheme
6-bromohomoveratric acid
4697-62-5

6-bromohomoveratric acid

2-(4-ethoxy-3-methoxyphenyl)ethylamine
36377-59-0

2-(4-ethoxy-3-methoxyphenyl)ethylamine

2-(2-bromo-4,5-dimethoxyphenyl)-N-(4-ethoxy-3-methoxyphenethyl)acetamide

2-(2-bromo-4,5-dimethoxyphenyl)-N-(4-ethoxy-3-methoxyphenethyl)acetamide

Conditions
ConditionsYield
Stage #1: 6-bromohomoveratric acid With 1,1'-carbonyldiimidazole In tetrahydrofuran at 20℃; for 1h;
Stage #2: 2-(4-ethoxy-3-methoxyphenyl)ethylamine In tetrahydrofuran at 0 - 20℃;
75%
4,5-methylenedioxy-2-nitrobenzoyl chloride
50425-29-1

4,5-methylenedioxy-2-nitrobenzoyl chloride

2-(4-ethoxy-3-methoxyphenyl)ethylamine
36377-59-0

2-(4-ethoxy-3-methoxyphenyl)ethylamine

6-Nitro-benzo[1,3]dioxole-5-carboxylic acid [2-(4-ethoxy-3-methoxy-phenyl)-ethyl]-amide
125232-03-3

6-Nitro-benzo[1,3]dioxole-5-carboxylic acid [2-(4-ethoxy-3-methoxy-phenyl)-ethyl]-amide

Conditions
ConditionsYield
In benzene Ambient temperature;25%
2-(4-ethoxy-3-methoxyphenyl)ethylamine
36377-59-0

2-(4-ethoxy-3-methoxyphenyl)ethylamine

2-nitrobenzyl chloride
610-14-0

2-nitrobenzyl chloride

N-[2-(4-Ethoxy-3-methoxy-phenyl)-ethyl]-2-nitro-benzamide
125232-02-2

N-[2-(4-Ethoxy-3-methoxy-phenyl)-ethyl]-2-nitro-benzamide

Conditions
ConditionsYield
In benzene Ambient temperature;23%
2-(4-ethoxy-3-methoxyphenyl)ethylamine
36377-59-0

2-(4-ethoxy-3-methoxyphenyl)ethylamine

4-Ethoxy-5-methoxy-2-nitro-benzoyl chloride

4-Ethoxy-5-methoxy-2-nitro-benzoyl chloride

4-Ethoxy-N-[2-(4-ethoxy-3-methoxy-phenyl)-ethyl]-5-methoxy-2-nitro-benzamide
125232-05-5

4-Ethoxy-N-[2-(4-ethoxy-3-methoxy-phenyl)-ethyl]-5-methoxy-2-nitro-benzamide

Conditions
ConditionsYield
In benzene Ambient temperature;21%
2-(4-ethoxy-3-methoxyphenyl)ethylamine
36377-59-0

2-(4-ethoxy-3-methoxyphenyl)ethylamine

4,5-dimethoxy-2-nitrobenzoyl chloride
29568-78-3

4,5-dimethoxy-2-nitrobenzoyl chloride

N-[2-(4-Ethoxy-3-methoxy-phenyl)-ethyl]-4,5-dimethoxy-2-nitro-benzamide
125232-04-4

N-[2-(4-Ethoxy-3-methoxy-phenyl)-ethyl]-4,5-dimethoxy-2-nitro-benzamide

Conditions
ConditionsYield
In benzene Ambient temperature;10%
formaldehyd
50-00-0

formaldehyd

2-(4-ethoxy-3-methoxyphenyl)ethylamine
36377-59-0

2-(4-ethoxy-3-methoxyphenyl)ethylamine

7-ethoxy-6-methoxy-1,2,3,4-tetrahydro-isoquinoline; hydrochloride
63905-74-8

7-ethoxy-6-methoxy-1,2,3,4-tetrahydro-isoquinoline; hydrochloride

Conditions
ConditionsYield
With water und Erwaermen des Reaktionsprodukts mit wss. Salzsaeure;
nitrourea
556-89-8

nitrourea

2-(4-ethoxy-3-methoxyphenyl)ethylamine
36377-59-0

2-(4-ethoxy-3-methoxyphenyl)ethylamine

(4-ethoxy-3-methoxy-phenethyl)-urea

(4-ethoxy-3-methoxy-phenethyl)-urea

Conditions
ConditionsYield
With ethanol
homopiperonylic acid

homopiperonylic acid

2-(4-ethoxy-3-methoxyphenyl)ethylamine
36377-59-0

2-(4-ethoxy-3-methoxyphenyl)ethylamine

benzo[1,3]dioxol-5-yl-acetic acid-(4-ethoxy-3-methoxy-phenethylamide)
22231-68-1

benzo[1,3]dioxol-5-yl-acetic acid-(4-ethoxy-3-methoxy-phenethylamide)

Conditions
ConditionsYield
at 200℃;
2-ethoxylbenzaldehyde
613-69-4

2-ethoxylbenzaldehyde

2-(4-ethoxy-3-methoxyphenyl)ethylamine
36377-59-0

2-(4-ethoxy-3-methoxyphenyl)ethylamine

(2-ethoxy-benzyl)-(4-ethoxy-3-methoxy-phenethyl)-amine

(2-ethoxy-benzyl)-(4-ethoxy-3-methoxy-phenethyl)-amine

Conditions
ConditionsYield
With acetic acid; platinum Hydrogenation;
3-ethoxybenzaldehyde
22924-15-8

3-ethoxybenzaldehyde

2-(4-ethoxy-3-methoxyphenyl)ethylamine
36377-59-0

2-(4-ethoxy-3-methoxyphenyl)ethylamine

(3-ethoxy-benzyl)-(4-ethoxy-3-methoxy-phenethyl)-amine

(3-ethoxy-benzyl)-(4-ethoxy-3-methoxy-phenethyl)-amine

Conditions
ConditionsYield
With acetic acid; platinum Hydrogenation;
3,4-diethoxybenzaldehyde
2029-94-9

3,4-diethoxybenzaldehyde

2-(4-ethoxy-3-methoxyphenyl)ethylamine
36377-59-0

2-(4-ethoxy-3-methoxyphenyl)ethylamine

(4-ethoxy-3-methoxy-phenethyl)-(3,4-diethoxy-benzyliden)-amine

(4-ethoxy-3-methoxy-phenethyl)-(3,4-diethoxy-benzyliden)-amine

Conditions
ConditionsYield
unter vermindertem Druck;
2,2'-(oxydibenzene-4 1-diyl)diacetic acid
5633-43-2

2,2'-(oxydibenzene-4 1-diyl)diacetic acid

2-(4-ethoxy-3-methoxyphenyl)ethylamine
36377-59-0

2-(4-ethoxy-3-methoxyphenyl)ethylamine

7,7'-diethoxy-6,6'-dimethoxy-2,2,2',2'-tetramethyl-1,2,3,4,1',2',3',4'-octahydro-1,1'-(4,4'-oxy-di-benzyl)-bis-isoquinolinium; diiodide

7,7'-diethoxy-6,6'-dimethoxy-2,2,2',2'-tetramethyl-1,2,3,4,1',2',3',4'-octahydro-1,1'-(4,4'-oxy-di-benzyl)-bis-isoquinolinium; diiodide

Conditions
ConditionsYield
With tetralin Erwaermen des Reaktionsprodukts in Chloroform mit Phosphorylchlorid,Hydrieren des erhaltenen Reaktionsprodukts an Raney-Nickel in Methanol unter Zusatz von Natriumacetat bei 105grad/50 at,Behandeln des Reaktionsprodukts mit; Dimethylsulfat und wss.Natronlauge in Tetrahydrofuran und anschliessenden Ueberfuehren in das Dijodid mit Hilfe von Natriumjodid.;
With tetralin Erwaermen des Reaktionsprodukts in Chloroform mit Phosphorylchlorid,Hydrieren des erhaltenen Reaktionsprodukts an Platin in Wasser,Behandeln des Reaktionsprodukts mit Dimethylsulfat und wss.Natronlauge in Tetrahydrofuran; und anschliessenden Ueberfuehren in das Dijodid mit Hilfe von Natriumjodid.;
2-(4-ethoxy-3-methoxyphenyl)ethylamine
36377-59-0

2-(4-ethoxy-3-methoxyphenyl)ethylamine

3,4-diethoxybenzoyl chloride
105905-60-0

3,4-diethoxybenzoyl chloride

3,4-diethoxy-benzoic acid-(4-ethoxy-3-methoxy-phenethylamide)
855269-82-8

3,4-diethoxy-benzoic acid-(4-ethoxy-3-methoxy-phenethylamide)

Conditions
ConditionsYield
With pyridine
2-(4-ethoxy-3-methoxyphenyl)ethylamine
36377-59-0

2-(4-ethoxy-3-methoxyphenyl)ethylamine

2-diazo-1-(3-methoxy-2-nitro-phenyl)-ethanone
24115-83-1

2-diazo-1-(3-methoxy-2-nitro-phenyl)-ethanone

(3-methoxy-2-nitro-phenyl)-acetic acid-(4-ethoxy-3-methoxy-phenethylamide)
110332-38-2

(3-methoxy-2-nitro-phenyl)-acetic acid-(4-ethoxy-3-methoxy-phenethylamide)

Conditions
ConditionsYield
With silver(l) oxide; benzene
2-(4-ethoxy-3-methoxyphenyl)ethylamine
36377-59-0

2-(4-ethoxy-3-methoxyphenyl)ethylamine

(5-ethoxy-4-methoxy-2-nitro-phenyl)-acetic acid
858843-13-7

(5-ethoxy-4-methoxy-2-nitro-phenyl)-acetic acid

(5-ethoxy-4-methoxy-2-nitro-phenyl)-acetic acid-(4-ethoxy-3-methoxy-phenethylamide)

(5-ethoxy-4-methoxy-2-nitro-phenyl)-acetic acid-(4-ethoxy-3-methoxy-phenethylamide)

2-(4-ethoxy-3-methoxyphenyl)ethylamine
36377-59-0

2-(4-ethoxy-3-methoxyphenyl)ethylamine

3-(4-ethoxy-3-methoxy-phenyl)-propionyl azide

3-(4-ethoxy-3-methoxy-phenyl)-propionyl azide

3-(4-ethoxy-3-methoxy-phenyl)-propionic acid-(4-ethoxy-3-methoxy-phenethylamide)

3-(4-ethoxy-3-methoxy-phenyl)-propionic acid-(4-ethoxy-3-methoxy-phenethylamide)

2-(4-ethoxy-3-methoxyphenyl)ethylamine
36377-59-0

2-(4-ethoxy-3-methoxyphenyl)ethylamine

chloroformic acid ethyl ester
541-41-3

chloroformic acid ethyl ester

7-ethoxy-6-methoxy-1,2,3,4-tetrahydroisoquinolin-1-one
16562-11-1

7-ethoxy-6-methoxy-1,2,3,4-tetrahydroisoquinolin-1-one

Conditions
ConditionsYield
With alkaline solution beim Erhitzen mit Phosphoroxychlorid und wenig Phosphorpentoxyd in Xylol auf 140gradC;
2-(4-ethoxy-3-methoxyphenyl)ethylamine
36377-59-0

2-(4-ethoxy-3-methoxyphenyl)ethylamine

4-ethoxybenzaldehyde
10031-82-0

4-ethoxybenzaldehyde

(4-ethoxy-benzyliden)-(4-ethoxy-3-methoxy-phenethyl)-amine

(4-ethoxy-benzyliden)-(4-ethoxy-3-methoxy-phenethyl)-amine

Conditions
ConditionsYield
unter vermindertem Druck;
2-(4-ethoxy-3-methoxyphenyl)ethylamine
36377-59-0

2-(4-ethoxy-3-methoxyphenyl)ethylamine

benzaldehyde
100-52-7

benzaldehyde

(4-ethoxy-3-methoxy-phenethyl)-benzyliden-amine

(4-ethoxy-3-methoxy-phenethyl)-benzyliden-amine

Conditions
ConditionsYield
unter vermindertem Druck;
2-(4-ethoxy-3-methoxyphenyl)ethylamine
36377-59-0

2-(4-ethoxy-3-methoxyphenyl)ethylamine

benzaldehyde
100-52-7

benzaldehyde

methyl iodide
74-88-4

methyl iodide

(4-ethoxy-3-methoxy-phenethyl)-methyl-amine
861008-07-3

(4-ethoxy-3-methoxy-phenethyl)-methyl-amine

Conditions
ConditionsYield
und Erwaermen des Reaktionsprodukts mit wss.Aethanol;
formic acid
64-18-6

formic acid

2-(4-ethoxy-3-methoxyphenyl)ethylamine
36377-59-0

2-(4-ethoxy-3-methoxyphenyl)ethylamine

N-(4-ethoxy-3-methoxy-phenethyl)-formamide
857789-78-7

N-(4-ethoxy-3-methoxy-phenethyl)-formamide

Conditions
ConditionsYield
at 160℃; for 5h;
4-Methoxyphenylacetic acid
104-01-8

4-Methoxyphenylacetic acid

2-(4-ethoxy-3-methoxyphenyl)ethylamine
36377-59-0

2-(4-ethoxy-3-methoxyphenyl)ethylamine

N-<3-Methoxy-4-aethoxy-phenaethyl>-4-methoxy-phenylacetamid
16543-74-1

N-<3-Methoxy-4-aethoxy-phenaethyl>-4-methoxy-phenylacetamid

Conditions
ConditionsYield
In xylene

Benzeneethanamine,4-ethoxy-3-methoxy- Specification

The Benzeneethanamine,4-ethoxy-3-methoxy- is an organic compound with the formula C11H17NO2. The IUPAC name of this chemical is 2-(4-ethoxy-3-methoxyphenyl)ethanamine. With the CAS registry number 36377-59-0, it is also named as 4-Ethoxy-3-methoxyphenethylamine.

Physical properties about Benzeneethanamine,4-ethoxy-3-methoxy- are: (1)ACD/LogP: 1.73; (2)ACD/LogD (pH 5.5): -1.34; (3)ACD/LogD (pH 7.4): -0.56; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 1; (7)ACD/KOC (pH 7.4): 1.08; (8)#H bond acceptors: 3; (9)#H bond donors: 2; (10)#Freely Rotating Bonds: 6; (11)Polar Surface Area: 21.7 Å2; (12)Index of Refraction: 1.513; (13)Molar Refractivity: 57.32 cm3; (14)Molar Volume: 190.4 cm3; (15)Polarizability: 22.72×10-24cm3; (16)Surface Tension: 35.8 dyne/cm; (17)Density: 1.025 g/cm3; (18)Flash Point: 144.1 °C; (19)Enthalpy of Vaporization: 53.49 kJ/mol; (20)Boiling Point: 295.3 °C at 760 mmHg; (21)Vapour Pressure: 0.00154 mmHg at 25°C.

Uses of Benzeneethanamine,4-ethoxy-3-methoxy-: it can be used to produce 4-ethoxy-N-[2-(4-ethoxy-3-methoxy-phenyl)-ethyl]-5-methoxy-2-nitro-benzamide at ambient temperature. It will need solvent benzene. The yield is about 21%.

When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes, respiratory system and skin. When you are using it, wear suitable gloves and eye/face protection. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: O(c1ccc(cc1OC)CCN)CC
(2)InChI: InChI=1/C11H17NO2/c1-3-14-10-5-4-9(6-7-12)8-11(10)13-2/h4-5,8H,3,6-7,12H2,1-2H3
(3)InChIKey: AFMUTJRFLRYILG-UHFFFAOYAD
(4)Std. InChI: InChI=1S/C11H17NO2/c1-3-14-10-5-4-9(6-7-12)8-11(10)13-2/h4-5,8H,3,6-7,12H2,1-2H3
(5)Std. InChIKey: AFMUTJRFLRYILG-UHFFFAOYSA-N

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