Product Name

  • Name

    4-(2-AMINO-ETHYL)-2-METHOXY-PHENOL

  • EINECS
  • CAS No. 554-52-9
  • Article Data42
  • CAS DataBase
  • Density 1.127g/cm3
  • Solubility
  • Melting Point 89 °C
  • Formula C9H13 N O2
  • Boiling Point 304.5°Cat760mmHg
  • Molecular Weight 167.208
  • Flash Point 138°C
  • Transport Information
  • Appearance
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 554-52-9 (4-(2-AMINO-ETHYL)-2-METHOXY-PHENOL)
  • Hazard Symbols
  • Synonyms Guaiacol,4-(2-aminoethyl)- (6CI); 2-(4-Hydroxy-3-methoxyphenyl)ethylamine;2-Methoxy-4-(2-aminoethyl)phenol; 3-MT; 3-Methoxy-4-hydroxyphenethylamine;3-Methoxy-4-hydroxyphenylethylamine; 3-Methoxy-p-tyramine; 3-Methoxydopamine;3-Methoxytyramine; 3-O-Methyldopamine; 4-(2-Aminoethyl)-2-methoxyphenol;4-Hydroxy-3-methoxy-2-phenethylamine; 4-Hydroxy-3-methoxy-b-phenethylamine; 4-Hydroxy-3-methoxyphenethylamine;4-Hydroxy-3-methoxyphenylethylamine; Dopamine, 3-methoxy-; Homovanillinamine;Homovanillylamine; b-(4-Hydroxy-3-methoxyphenyl)ethylamine
  • PSA 55.48000
  • LogP 1.60230

Synthetic route

2-Hydroxy-2-(4-hydroxy-3-methoxyphenyl)ethannitril
33630-46-5

2-Hydroxy-2-(4-hydroxy-3-methoxyphenyl)ethannitril

3-Methoxytyramine
554-52-9

3-Methoxytyramine

Conditions
ConditionsYield
With sulfuric acid; hydrogen; 5%-palladium/activated carbon In methanol at 20 - 25℃; under 3750.38 Torr; for 4.33333h;86%
4-hydroxy-3-methoxyphenylacetonitrile
4468-59-1

4-hydroxy-3-methoxyphenylacetonitrile

3-Methoxytyramine
554-52-9

3-Methoxytyramine

Conditions
ConditionsYield
With hydrogen; Ra-Ni In ethanol; ammonia at 70℃; under 6080 - 7600 Torr;79%
With ammonia; hydrogen; Ra-Ni catalyst In ethanol at 70℃; under 7600 Torr;75%
With hydrogenchloride; hydrogen; palladium on activated charcoal In ethanol
With hydrogenchloride; ammonium hydroxide; borane Yield given. Multistep reaction;
vanillalnitromethane
6178-42-3

vanillalnitromethane

3-Methoxytyramine
554-52-9

3-Methoxytyramine

Conditions
ConditionsYield
With diisobutylaluminium hydride In 1,4-dioxane at 60℃;25%
With 1,4-dioxane; Pd-BaSO4; sulfuric acid Hydrogenation;
With acetic acid; platinum Hydrogenation;
3-methoxy-4-benzyloxy-ω-nitrostyrolene
63909-38-6, 1860-56-6

3-methoxy-4-benzyloxy-ω-nitrostyrolene

3-Methoxytyramine
554-52-9

3-Methoxytyramine

Conditions
ConditionsYield
With palladium on activated charcoal; ethanol Hydrogenation.unter Zusatz von wenig konz.wss.HCl;
With formic acid; palladium In ethanol at 18 - 20℃; for 5h;
(4-acetoxy-3-methoxy-phenyl)-acetonitrile
5438-51-7

(4-acetoxy-3-methoxy-phenyl)-acetonitrile

3-Methoxytyramine
554-52-9

3-Methoxytyramine

Conditions
ConditionsYield
With sulfuric acid; acetic acid; platinum Hydrogenation;
2-benzylamino-1-(4-hydroxy-3-methoxy-phenyl)-ethanone; hydrochloride

2-benzylamino-1-(4-hydroxy-3-methoxy-phenyl)-ethanone; hydrochloride

3-Methoxytyramine
554-52-9

3-Methoxytyramine

Conditions
ConditionsYield
With palladium on activated charcoal; acetic acid Hydrogenation.zuletzt unter Zusatz von wss.HClO4, bei 80grad;
2-(3,4-dimethoxyphenyl)-ethylamine
120-20-7

2-(3,4-dimethoxyphenyl)-ethylamine

A

3-Methoxytyramine
554-52-9

3-Methoxytyramine

B

5-(2-amino-ethyl)-2-methoxy-phenol
3213-30-7

5-(2-amino-ethyl)-2-methoxy-phenol

Conditions
ConditionsYield
With ammonia; sodium
dopamine
51-61-6

dopamine

A

3-Methoxytyramine
554-52-9

3-Methoxytyramine

B

5-(2-amino-ethyl)-2-methoxy-phenol
3213-30-7

5-(2-amino-ethyl)-2-methoxy-phenol

Conditions
ConditionsYield
at 37℃; for 15h; Product distribution; catechol-o-methyltransferase in crude liver homogenate, phosphate-citrate buffer, pH 4.4;
N-trans-feruloyl-3-O-methyldopamine
83608-86-0, 78510-19-7

N-trans-feruloyl-3-O-methyldopamine

A

(E)-3-(4-hydroxy-3-methoxyphenyl)acrylic acid
1135-24-6

(E)-3-(4-hydroxy-3-methoxyphenyl)acrylic acid

B

3-Methoxytyramine
554-52-9

3-Methoxytyramine

Conditions
ConditionsYield
With sodium hydroxide
[2-(4-Benzyloxy-3-methoxy-phenyl)-ethyl]-carbamic acid benzyl ester

[2-(4-Benzyloxy-3-methoxy-phenyl)-ethyl]-carbamic acid benzyl ester

3-Methoxytyramine
554-52-9

3-Methoxytyramine

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In ethanol
4-hydroxy-3-methoxy-DL-mandelonitrile

4-hydroxy-3-methoxy-DL-mandelonitrile

3-Methoxytyramine
554-52-9

3-Methoxytyramine

Conditions
ConditionsYield
With hydrogenchloride; ethanol; platinum Hydrogenation;
With sulfuric acid; acetic acid Hydrogenation;
hydrochloride of 3-methoxy-4-benzyloxy-β-phenethylamine

hydrochloride of 3-methoxy-4-benzyloxy-β-phenethylamine

3-Methoxytyramine
554-52-9

3-Methoxytyramine

Conditions
ConditionsYield
With hydrogenchloride
2-methoxy-4-(2-nitroethyl)phenol
528594-30-1

2-methoxy-4-(2-nitroethyl)phenol

3-Methoxytyramine
554-52-9

3-Methoxytyramine

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal
With palladium 10% on activated carbon; hydrogen In ethanol at 50℃; under 2327.23 Torr; for 16h;
With palladium on activated charcoal
With hydrogenchloride; zinc In ethanol; water for 3h;
With palladium 10% on activated carbon; hydrogen In ethanol at 20℃;860 mg
3-methoxy-4-(phenylmethoxy)benzaldehyde
2426-87-1

3-methoxy-4-(phenylmethoxy)benzaldehyde

3-Methoxytyramine
554-52-9

3-Methoxytyramine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 71 percent / KOH, tetrabutylammonium bromide / ethanol / 1 h / 0 °C
2: 85 percent / AcONa. Ac2O / 0.08 h / Heating
3: formic acid / Pd black / ethanol / 5 h / 18 - 20 °C
View Scheme
Multi-step reaction with 2 steps
1: 72 percent / KOH / aq. ethanol / 2 h / 0 °C
2: formic acid / Pd black / ethanol / 5 h / 18 - 20 °C
View Scheme
1-(3-methoxy-4-benzyloxyphenyl)-2-nitroethanol
60372-07-8

1-(3-methoxy-4-benzyloxyphenyl)-2-nitroethanol

3-Methoxytyramine
554-52-9

3-Methoxytyramine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 85 percent / AcONa. Ac2O / 0.08 h / Heating
2: formic acid / Pd black / ethanol / 5 h / 18 - 20 °C
View Scheme
vanillin
121-33-5

vanillin

<4-oxy-3-methoxy-phenyl>-bis-<4-dimethylamino-phenyl>-methane

<4-oxy-3-methoxy-phenyl>-bis-<4-dimethylamino-phenyl>-methane

3-Methoxytyramine
554-52-9

3-Methoxytyramine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 100 percent / K2CO3, tetrabutylammonium bromide / dimethylformamide / 5 h / 18 - 20 °C
2: 71 percent / KOH, tetrabutylammonium bromide / ethanol / 1 h / 0 °C
3: 85 percent / AcONa. Ac2O / 0.08 h / Heating
4: formic acid / Pd black / ethanol / 5 h / 18 - 20 °C
View Scheme
Multi-step reaction with 3 steps
1: 100 percent / K2CO3, tetrabutylammonium bromide / dimethylformamide / 5 h / 18 - 20 °C
2: 72 percent / KOH / aq. ethanol / 2 h / 0 °C
3: formic acid / Pd black / ethanol / 5 h / 18 - 20 °C
View Scheme
3,4-dimethoxyphenylacetonitrile
93-17-4

3,4-dimethoxyphenylacetonitrile

3-Methoxytyramine
554-52-9

3-Methoxytyramine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: AlCl3 / toluene
1.2: Br2; AcOH / CH2Cl2 / -78 °C
2.1: 75 percent / NH3; H2 / Ra-Ni catalyst / ethanol / 70 °C / 7600 Torr
View Scheme
(E)-2-methoxy-4-(2-nitrovinyl)phenol
22568-51-0

(E)-2-methoxy-4-(2-nitrovinyl)phenol

3-Methoxytyramine
554-52-9

3-Methoxytyramine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: NaBH4
2: H2 / Pd/C
View Scheme
4-benzyloxy-3-methoxyphenethylamine

4-benzyloxy-3-methoxyphenethylamine

3-Methoxytyramine
554-52-9

3-Methoxytyramine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 1.5 h / 180 °C
2: 66.2 percent / aq. HCl, AcOH
3: 20percent aq. NaOH
View Scheme
N-(4-benzyloxy-3-methoxyphenethyl)-4-benzyloxy-3-methoxycinnamide

N-(4-benzyloxy-3-methoxyphenethyl)-4-benzyloxy-3-methoxycinnamide

3-Methoxytyramine
554-52-9

3-Methoxytyramine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 66.2 percent / aq. HCl, AcOH
2: 20percent aq. NaOH
View Scheme
dopamine
51-61-6

dopamine

3-Methoxytyramine
554-52-9

3-Methoxytyramine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 2 N NaOH / toluene; H2O / 2 h / 5 - 10 °C
2: 13 percent / NaHCO3 / ethanol / 16 h / Heating
3: diethyl ether
4: H2 / Pd/C / ethanol
View Scheme
N-benzyloxycarbonyl-3,4-dihydroxyphenylethylamine
37034-22-3

N-benzyloxycarbonyl-3,4-dihydroxyphenylethylamine

3-Methoxytyramine
554-52-9

3-Methoxytyramine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 13 percent / NaHCO3 / ethanol / 16 h / Heating
2: diethyl ether
3: H2 / Pd/C / ethanol
View Scheme
4-O-benzyl-N-benzyloxycarbonyldopamine
87745-55-9

4-O-benzyl-N-benzyloxycarbonyldopamine

3-Methoxytyramine
554-52-9

3-Methoxytyramine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: diethyl ether
2: H2 / Pd/C / ethanol
View Scheme
vanillin
121-33-5

vanillin

3-Methoxytyramine
554-52-9

3-Methoxytyramine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 75 percent / NH4(OAc) / acetic acid / Heating
2: 25 percent / DIBAH / dioxane / 60 °C
View Scheme
Multi-step reaction with 3 steps
1: (i) EtOH, (ii) H2, PtO2
2: dimethylformamide
3: H2, aq. HCl / Pd-C / ethanol
View Scheme
Multi-step reaction with 2 steps
2: H2, aq. HCl / Pd-C
View Scheme
2-methoxy-4-((methylamino)methyl)phenol
42973-53-5

2-methoxy-4-((methylamino)methyl)phenol

3-Methoxytyramine
554-52-9

3-Methoxytyramine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: dimethylformamide
2: H2, aq. HCl / Pd-C / ethanol
View Scheme
2-[4-(benzyloxy)-3-methoxyphenyl]ethylamine
22231-61-4

2-[4-(benzyloxy)-3-methoxyphenyl]ethylamine

3-Methoxytyramine
554-52-9

3-Methoxytyramine

Conditions
ConditionsYield
palladium on charcoal In tetrahydrofuran
3-Methoxytyramine hydrochloride
1477-68-5

3-Methoxytyramine hydrochloride

3-Methoxytyramine
554-52-9

3-Methoxytyramine

Conditions
ConditionsYield
With ammonium hydroxide In water at 50℃; pH=9 - 10;21.5 g
3-Methoxytyramine
554-52-9

3-Methoxytyramine

ortho-bromophenylacetic acid
18698-97-0

ortho-bromophenylacetic acid

2-(2-bromo-phenyl)-N-[2-(4-hydroxy-3-methoxy-phenyl)-ethyl]-acetamide
634151-27-2

2-(2-bromo-phenyl)-N-[2-(4-hydroxy-3-methoxy-phenyl)-ethyl]-acetamide

Conditions
ConditionsYield
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 18h;100%
Octanoic acid
124-07-2

Octanoic acid

3-Methoxytyramine
554-52-9

3-Methoxytyramine

N-(4-hydroxy-3-methoxyphenethyl)octanamide

N-(4-hydroxy-3-methoxyphenethyl)octanamide

Conditions
ConditionsYield
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine In tetrahydrofuran at 0 - 20℃; for 16h;95%
3-Methoxytyramine
554-52-9

3-Methoxytyramine

ortho-chlorobenzoic acid
118-91-2

ortho-chlorobenzoic acid

2-(4-hydroxy-3-methoxyphenethylamino)benzoic acid
1381802-03-4

2-(4-hydroxy-3-methoxyphenethylamino)benzoic acid

Conditions
ConditionsYield
With copper; potassium carbonate In ethyl methyl ether at 25 - 30℃; for 1.5h; Ullmann reaction; Inert atmosphere; Sonication;94%
3-Methoxytyramine
554-52-9

3-Methoxytyramine

demethyldihydrocorynantheine
75991-86-5

demethyldihydrocorynantheine

2-((2S,3R,12bS)-3-Ethyl-1,2,3,4,6,7,12,12b-octahydro-indolo[2,3-a]quinolizin-2-yl)-3-[(E)-2-(4-hydroxy-3-methoxy-phenyl)-ethylimino]-propionic acid methyl ester

2-((2S,3R,12bS)-3-Ethyl-1,2,3,4,6,7,12,12b-octahydro-indolo[2,3-a]quinolizin-2-yl)-3-[(E)-2-(4-hydroxy-3-methoxy-phenyl)-ethylimino]-propionic acid methyl ester

Conditions
ConditionsYield
In methanol for 4h; Ambient temperature;92%
3-Methoxytyramine
554-52-9

3-Methoxytyramine

chloroacetyl chloride
79-04-9

chloroacetyl chloride

N-<2-(4-hydroxy-3-methoxyphenyl)ethyl>chloroacetamide
53527-13-2

N-<2-(4-hydroxy-3-methoxyphenyl)ethyl>chloroacetamide

Conditions
ConditionsYield
With sodium hydroxide In tetrahydrofuran Ambient temperature;92%
homoisovanillic acid
1131-94-8

homoisovanillic acid

3-Methoxytyramine
554-52-9

3-Methoxytyramine

N-(β-4-hydroxy-3-methoxyphenethyl)-(3-hydroxy-4-methoxyphenyl)acetamide
21411-19-8

N-(β-4-hydroxy-3-methoxyphenethyl)-(3-hydroxy-4-methoxyphenyl)acetamide

Conditions
ConditionsYield
Heating;90.4%
3-Methoxytyramine
554-52-9

3-Methoxytyramine

chloroformic acid ethyl ester
541-41-3

chloroformic acid ethyl ester

N-ethoxycarbonyl-4-hydroxy-3-methoxyphenethylamine

N-ethoxycarbonyl-4-hydroxy-3-methoxyphenethylamine

Conditions
ConditionsYield
With triethylamine; sodium hydroxide90%
3-Methoxytyramine
554-52-9

3-Methoxytyramine

2-bromo-5-methoxy-benzoic acid
22921-68-2

2-bromo-5-methoxy-benzoic acid

C17H19NO5
1381802-91-0

C17H19NO5

Conditions
ConditionsYield
With copper; potassium carbonate In ethyl methyl ether at 25 - 30℃; for 1.5h; Ullmann reaction; Inert atmosphere; Sonication;89%
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

3-Methoxytyramine
554-52-9

3-Methoxytyramine

tert-butyl 4-hydroxy-3-methoxyphenethylcarbamate
23699-77-6

tert-butyl 4-hydroxy-3-methoxyphenethylcarbamate

Conditions
ConditionsYield
With sodium hydroxide In 1,4-dioxane; water at 20℃;88%
With triethylamine In chloroform at 20℃; for 24h;59%
With triethylamine In methanol for 2h;57.5%
With triethylamine In chloroform at 20℃; for 24h;
3-Methoxytyramine
554-52-9

3-Methoxytyramine

3-benzyloxy-4-methoxybenzoyl chloride
41222-60-0

3-benzyloxy-4-methoxybenzoyl chloride

N-(4-hydroxy-3-methoxyphenethyl)-4-methoxy-3-benzyloxybenzamide
113332-61-9

N-(4-hydroxy-3-methoxyphenethyl)-4-methoxy-3-benzyloxybenzamide

Conditions
ConditionsYield
With water; sodium carbonate In chloroform for 18h; Ambient temperature;86%
phthalic anhydride
85-44-9

phthalic anhydride

3-Methoxytyramine
554-52-9

3-Methoxytyramine

N-[2-(3-methoxy-4-hydroxy-phenyl)ethyl]phthalimide
37627-79-5

N-[2-(3-methoxy-4-hydroxy-phenyl)ethyl]phthalimide

Conditions
ConditionsYield
With boron tribromide In toluene Dean-Stark; Reflux;86%
2-(2-propynyloxy)-2-(4-chlorophenyl)-acetic acid
655223-09-9

2-(2-propynyloxy)-2-(4-chlorophenyl)-acetic acid

3-Methoxytyramine
554-52-9

3-Methoxytyramine

2-(4-chloro-phenyl)-N-[2-(4-hydroxy-3-methoxy-phenyl)-ethyl]-2-prop-2-ynyloxyacetamide

2-(4-chloro-phenyl)-N-[2-(4-hydroxy-3-methoxy-phenyl)-ethyl]-2-prop-2-ynyloxyacetamide

Conditions
ConditionsYield
In xylene at 143℃; for 4h; Product distribution / selectivity; Inert atmosphere; Molecular sieve;83%
succinic acid anhydride
108-30-5

succinic acid anhydride

3-Methoxytyramine
554-52-9

3-Methoxytyramine

N-[2-(3-methoxy-4-hydroxyphenyl)ethyl]succinimide

N-[2-(3-methoxy-4-hydroxyphenyl)ethyl]succinimide

Conditions
ConditionsYield
Stage #1: succinic acid anhydride; 3-Methoxytyramine In ethyl acetate at 20℃; for 0.5h;
Stage #2: With acetyl chloride In toluene for 1h; Reflux;
82%
3-Methoxytyramine
554-52-9

3-Methoxytyramine

peperomin E

peperomin E

(2S,3S)-6-(4'''-hydroxy-5'''-methoxyphenethylamino)-2,6-dihydropeperomin E

(2S,3S)-6-(4'''-hydroxy-5'''-methoxyphenethylamino)-2,6-dihydropeperomin E

Conditions
ConditionsYield
With triethylamine In methanol at 20℃; for 18h; Inert atmosphere;80%
4,5-dichlorothieno[2,3-d]pyrimidine

4,5-dichlorothieno[2,3-d]pyrimidine

3-Methoxytyramine
554-52-9

3-Methoxytyramine

4-{2-[(5-chlorothieno[2,3-d]pyrimidin-4-yl)amino]ethyl}-2-methoxyphenol
935252-62-3

4-{2-[(5-chlorothieno[2,3-d]pyrimidin-4-yl)amino]ethyl}-2-methoxyphenol

Conditions
ConditionsYield
With triethylamine In N,N-dimethyl-formamide76%
With triethylamine In N,N-dimethyl-formamide76%
6-chloro-9-((3aR,3bR,4aS,5R,5aS)-hexahydro-2,2dimethylbicyclo[3.1.0]hex-1(5)-eno[3,2-d] [1,3]dioxol-5-yl)-2-iodo-9H-purine
1169605-26-8

6-chloro-9-((3aR,3bR,4aS,5R,5aS)-hexahydro-2,2dimethylbicyclo[3.1.0]hex-1(5)-eno[3,2-d] [1,3]dioxol-5-yl)-2-iodo-9H-purine

3-Methoxytyramine
554-52-9

3-Methoxytyramine

4-(2-((9-((3aR,3bR,4aS,5R,5aS)-2,2-dimethylhexahydrocyclopropa[3,4]cyclopenta[1,2-d][1,3]dioxol-5-yl)-2-iodo-9Hpurin-6-yl)amino)ethyl)-2-methoxyphenol

4-(2-((9-((3aR,3bR,4aS,5R,5aS)-2,2-dimethylhexahydrocyclopropa[3,4]cyclopenta[1,2-d][1,3]dioxol-5-yl)-2-iodo-9Hpurin-6-yl)amino)ethyl)-2-methoxyphenol

Conditions
ConditionsYield
In isopropyl alcohol at 75℃; for 1h; Microwave irradiation;75%
3-Methoxytyramine
554-52-9

3-Methoxytyramine

benzaldehyde
100-52-7

benzaldehyde

6-methoxy-1-phenyl-1,2,3,4-tetrahydro-isoquinolin-7-ol
72105-97-6

6-methoxy-1-phenyl-1,2,3,4-tetrahydro-isoquinolin-7-ol

Conditions
ConditionsYield
Stage #1: 3-Methoxytyramine; benzaldehyde With magnesium sulfate; triethylamine In methanol for 3h; Heating / reflux;
Stage #2: With trifluoroacetic acid for 1h; Heating / reflux;
74%
3-Methoxytyramine
554-52-9

3-Methoxytyramine

(S)-N-(methylsulphonyl)valine
97482-31-0

(S)-N-(methylsulphonyl)valine

(S)-N-[2-(4-hydroxy-3-methoxy-phenyl)-ethyl]-2-methanesulfonylamino-3-methyl-butyramide
189946-12-1

(S)-N-[2-(4-hydroxy-3-methoxy-phenyl)-ethyl]-2-methanesulfonylamino-3-methyl-butyramide

Conditions
ConditionsYield
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine71%
2,5-dibromobenzoic acid
610-71-9

2,5-dibromobenzoic acid

3-Methoxytyramine
554-52-9

3-Methoxytyramine

C16H16BrNO4
1381802-57-8

C16H16BrNO4

Conditions
ConditionsYield
With copper; potassium carbonate In ethyl methyl ether at 25 - 30℃; for 1h; Ullmann reaction; Inert atmosphere; Sonication;71%
2,4-dodecadienoic acid
24738-48-5

2,4-dodecadienoic acid

3-Methoxytyramine
554-52-9

3-Methoxytyramine

(2E,4E)-N-(4-hydroxy-3-methoxyphenethyl)dodeca-2,4-dienamide

(2E,4E)-N-(4-hydroxy-3-methoxyphenethyl)dodeca-2,4-dienamide

Conditions
ConditionsYield
Stage #1: 2,4-dodecadienoic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 0.166667h;
Stage #2: 3-Methoxytyramine With triethylamine In dichloromethane at 20℃;
69%
3-Methoxytyramine
554-52-9

3-Methoxytyramine

(2-Chloro-5-hydroxy-4-methoxy-phenyl)-acetic acid methyl ester
81038-50-8

(2-Chloro-5-hydroxy-4-methoxy-phenyl)-acetic acid methyl ester

2-(2-Chloro-5-hydroxy-4-methoxy-phenyl)-N-[2-(4-hydroxy-3-methoxy-phenyl)-ethyl]-acetamide
81038-52-0

2-(2-Chloro-5-hydroxy-4-methoxy-phenyl)-N-[2-(4-hydroxy-3-methoxy-phenyl)-ethyl]-acetamide

Conditions
ConditionsYield
at 160℃;63%
3-Methoxytyramine
554-52-9

3-Methoxytyramine

6-chloro-2-((5-chlorothiophen-2-yl)ethynyl)-9H-purine

6-chloro-2-((5-chlorothiophen-2-yl)ethynyl)-9H-purine

2-((5-chlorothiophen-2-yl)ethynyl)-N-(4-hydroxy-3-methoxyphenethyl)-9H-purin-6-amine

2-((5-chlorothiophen-2-yl)ethynyl)-N-(4-hydroxy-3-methoxyphenethyl)-9H-purin-6-amine

Conditions
ConditionsYield
With triethylamine In ethanol Reflux;63%
p-Coumaric Acid
7400-08-0

p-Coumaric Acid

3-Methoxytyramine
554-52-9

3-Methoxytyramine

N-trans-p-coumaroyl-3-O-methyldopamine
1246613-34-2

N-trans-p-coumaroyl-3-O-methyldopamine

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In tetrahydrofuran at 20℃;62%
5-benzyloxy-2-bromo-4-methoxyphenylacetic acid
13425-04-2

5-benzyloxy-2-bromo-4-methoxyphenylacetic acid

3-Methoxytyramine
554-52-9

3-Methoxytyramine

N-(4'-benzyloxy-3'-methoxyphenylethyl)-2-(2-bromo-5-hydroxy-4-methoxyphenyl)acetamide
892805-32-2

N-(4'-benzyloxy-3'-methoxyphenylethyl)-2-(2-bromo-5-hydroxy-4-methoxyphenyl)acetamide

Conditions
ConditionsYield
at 180℃; for 3h;61%
3-Methoxytyramine
554-52-9

3-Methoxytyramine

<3,4-bis(benzyloxy)phenyl>acetic acid
1699-61-2

<3,4-bis(benzyloxy)phenyl>acetic acid

2-<3',4'-bis(benzyloxy)phenyl>-N-<2-(4-hydroxy-3-methoxyphenyl)ethyl>acetamide
138645-00-8

2-<3',4'-bis(benzyloxy)phenyl>-N-<2-(4-hydroxy-3-methoxyphenyl)ethyl>acetamide

Conditions
ConditionsYield
at 185 - 190℃; for 2h;60.4%
3-Methoxytyramine
554-52-9

3-Methoxytyramine

Homovanillic acid
306-08-1

Homovanillic acid

(4'-hydroxy-3'-methoxyphenyl)-N-<2-(4-hydroxy-3-methoxyphenyl)ethyl>acetamide
138645-09-7

(4'-hydroxy-3'-methoxyphenyl)-N-<2-(4-hydroxy-3-methoxyphenyl)ethyl>acetamide

Conditions
ConditionsYield
for 2h; Heating;59.3%
at 200℃; for 4h; Inert atmosphere;
3-Methoxytyramine
554-52-9

3-Methoxytyramine

trans-3-hydroxy-4-methoxycinnamic acid
537-73-5

trans-3-hydroxy-4-methoxycinnamic acid

N-trans-4-O-methylcaffeoyl-3'-O-methyldopamine

N-trans-4-O-methylcaffeoyl-3'-O-methyldopamine

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In tetrahydrofuran Ambient temperature;59%
With dicyclohexyl-carbodiimide In tetrahydrofuran at 20℃;48%
(E)-3-(4-hydroxy-3-methoxyphenyl)acrylic acid
1135-24-6

(E)-3-(4-hydroxy-3-methoxyphenyl)acrylic acid

3-Methoxytyramine
554-52-9

3-Methoxytyramine

N-trans-feruloyl-3-O-methyldopamine
83608-86-0, 78510-19-7

N-trans-feruloyl-3-O-methyldopamine

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In tetrahydrofuran at 20℃;56%
With dicyclohexyl-carbodiimide In tetrahydrofuran Ambient temperature;55%
Stage #1: (E)-3-(4-hydroxy-3-methoxyphenyl)acrylic acid With triethylamine In N,N-dimethyl-formamide for 0.25h; Cooling with ice;
Stage #2: 3-Methoxytyramine With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 12h; Inert atmosphere;

3-Methoxy-4-hydroxyphenethylamine Chemical Properties

Molecular Structure of Phenol,4-(2-aminoethyl)-2-methoxy- (CAS No. 554-52-9):

Systematic Name: 4-(2-Aminoethyl)-2-methoxyphenol   
Synonyms: 4-(2-Aminoethyl)-2-methoxyphenol ; 3-Methoxy-4-hydroxyphenethylamine  
Molecular Formula: C9H13NO2
Molecular Weight: 167.20
CAS Registry Number: 554-52-9
Index of Refraction: 1.559
Molar Refractivity: 47.898 cm3
Molar Volume: 148.36 cm3
Surface Tension: 45.155 dyne/cm
Density: 1.127 g/cm3
Flash Point: 137.95 °C
Enthalpy of Vaporization: 56.662 kJ/mol
Boiling Point: 304.489 °C at 760 mmHg
Structure Descriptors of Phenol,4-(2-aminoethyl)-2-methoxy- (CAS No. 554-52-9):
SMILES: COc1cc(ccc1O)CCN
InChI: InChI=1/C9H13NO2/c1-12-9-6-7(4-5-10)2-3-8(9)11/h2-3,6,11H,4-5,10H2,1H3
InChIKey: DIVQKHQLANKJQO-UHFFFAOYAB
Std. InChI: InChI=1S/C9H13NO2/c1-12-9-6-7(4-5-10)2-3-8(9)11/h2-3,6,11H,4-5,10H2,1H3
Std. InChIKey: DIVQKHQLANKJQO-UHFFFAOYSA-N

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