56718-71-9

Basic information

• Product Name: p-(2-Methoxyethyl) phenol
• Synonyms: P-ethyl ether;P-Methyl ether;Metoprolol Tartrate EP IMpurity-B;Metoprolol EP IMpurity B;Phenol,4-(2-Methoxyethyl)-;The Methoxy ethyl phenol;4-(2-Methoxyethyl)Phenol (56781-17-9);p-Hydroxyphenethyl methyl ether
• CAS NO: 56718-71-9
• Molecular Formula: C₉H₁₂O₂
• Molecular Weight: 152.19
• EINECS: 260-354-9
• Product Categories: Metabolites & Impurities;Pharmaceuticals;Organic Building Blocks;Oxygen Compounds;Phenols;Aromatics, Impurities, Pharmaceuticals, Intermediates & Fine Chemicals;Aromatic Phenols;Phenoles and thiophenoles;Various Metabolites and Impurities;Intermediates & Fine Chemicals
• Mol File: 56718-71-9.mol
• Article Data: 19

Chemical Properties

• Melting Point: 42-45 °C(lit.)
• Boiling Point: 125 °C / 3mmHg
• Flash Point: >230 °F
• Appearance: White Powder
• Density: 1.06 g/cm³
• Vapor Pressure: 0.0252mmHg at 25°C
• Refractive Index: 1.525
• Storage Temp.: Refrigerator
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• PKA: 10.00±0.15(Predicted)
• Water Solubility: 8.42g/L at 20℃
• CAS DataBase Reference: p-(2-Methoxyethyl) phenol(CAS DataBase Reference)
• NIST Chemistry Reference: p-(2-Methoxyethyl) phenol(56718-71-9)
• EPA Substance Registry System: p-(2-Methoxyethyl) phenol(56718-71-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 56718-71-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
p-(2-Methoxyethyl) phenol is used as an impurity in the production of Metoprolol, a widely prescribed medication for treating high blood pressure and heart conditions. Its presence in the manufacturing process is crucial for the synthesis of the final product.
Used in Chemical Synthesis:
In the field of chemical synthesis, p-(2-Methoxyethyl) phenol is utilized in the preparation of the methyl analog of metoprolol (MAM). This application highlights its importance in the development of new pharmaceutical compounds and potential therapeutic agents.
Overall, p-(2-Methoxyethyl) phenol plays a significant role in the pharmaceutical industry, particularly in the synthesis and production of Metoprolol and its related compounds. Its unique chemical properties make it a valuable component in the development of new drugs and therapies.

InChI:InChI=1/C9H12O2/c1-11-7-6-8-2-4-9(10)5-3-8/h2-5,10H,6-7H2,1H3

Synthetic route

alpha-methoxy-4-hydroxyacetophenone (32136-81-5) → 4-(2-methoxyethyl)phenol (56718-71-9)

Conditions	Yield
With hydrogen; palladium on activated charcoal In ethanol under 2327.2 Torr; for 4h;	96%
With hydrogen under 3000.3 Torr; Pressure; Heating;	80%
With hydrogen; acetic acid; palladium on activated charcoal
With H2; acetic acid; palladium-carbon	0.54 g (3.6 mmol=61%)

4-hydroxyphenyl glyoxal dimethylacetal → 4-(2-methoxyethyl)phenol (56718-71-9)

Conditions	Yield
palladium-carbon In hydrogenchloride; methanol	70%
With hydrogen; palladium-carbon In hydrogenchloride; methanol	59%
With hydrogen; palladium-carbon In methanol	53%
With hydrogenchloride; hydrogen; palladium-carbon In methanol	47%

p-hydroxyphenethyl alcohol (501-94-0) → 4-(2-methoxyethyl)phenol (56718-71-9)

Conditions	Yield
With sulfuric acid In methanol	40%
In methanol	31%
Multi-step reaction with 3 steps 1: ethanol / 9 h / Heating 2: 1.) NaH / 1.) THF, reflux, 30 min; 2.) THF, reflux, 6 h 3: H2 / 10percent Pd/C / ethanol / 24 h / 3102.9 Torr / Ambient temperature View Scheme

4-(2-methoxyethenyl)phenol → 4-(2-methoxyethyl)phenol (56718-71-9)

Conditions	Yield
With hydrogen In ethyl acetate at 50℃; under 30402 Torr; for 16h;	10 g

methanol (67-56-1) + 4-(2-chloroethyl)phenol (28145-35-9) → 4-(2-methoxyethyl)phenol (56718-71-9)

Conditions	Yield
With sodium methylate at 50℃; for 7h; Reagent/catalyst;	92%

1-(benzyloxy)-4-(2-methoxyethyl)benzene (98627-35-1) → 4-(2-methoxyethyl)phenol (56718-71-9)

Conditions	Yield
With palladium on activated charcoal; hydrogen In tetrahydrofuran at 20℃; under 3000.3 Torr; for 24h;	82%
With hydrogen; palladium on activated charcoal In ethanol under 3102.9 Torr; for 24h; Ambient temperature;
With palladium 10% on activated carbon; hydrogen under 37503.8 Torr; for 3h;	38.6 g

2-(4'-hydroxyphenyl)ethyl methyl carbonate (953422-33-8) + carbonic acid dimethyl ester (616-38-6) → 4-(2-methoxyethyl)phenol (56718-71-9)

Conditions	Yield
With Amberlyst 15 for 36h; Reflux;	95%

p-hydroxyphenethyl alcohol (501-94-0) + sodium hydrogencarbonate (144-55-8) → 4-(2-methoxyethyl)phenol (56718-71-9)

Conditions	Yield
In methanol	65%

methanol (67-56-1) + 4-((3H-diazirin-3-yl)methyl)phenol → 4-(2-methoxyethyl)phenol (56718-71-9)

Conditions	Yield
at 20℃; for 2h; Inert atmosphere; UV-irradiation;	57%

4-(2-bromoethyl)phenol (14140-15-9) + sodium methylate (124-41-4) → 4-(2-methoxyethyl)phenol (56718-71-9)

Conditions	Yield
In methanol at 20℃; for 3h;	79%
With methanol

p-hydroxyphenethyl alcohol (501-94-0) + poly(styrene-co-divinylbenzene)-supported methyl sulfonate, loading rate of SO3Me: ca. 4.0 mmol/g → 2-(4-Methoxyphenyl)ethanol (702-23-8) + 4-(2-methoxyethyl)phenol (56718-71-9)

Conditions	Yield
With potassium carbonate In acetonitrile for 24h; Heating;	A 82% B 9%

L-tyrosine (60-18-4) → 4-(2-methoxyethyl)phenol (56718-71-9)

Conditions	Yield
Multi-step reaction with 2 steps 1: ammonia; [bis(acetoxy)iodo]benzene / methanol / 2 h / 0 - 20 °C / Inert atmosphere 2: 2 h / 20 °C / Inert atmosphere; UV-irradiation View Scheme

L-<15N>tyrosine (35424-81-8) → 4-(2-methoxyethyl)phenol (56718-71-9)

Conditions	Yield
Multi-step reaction with 2 steps 1: ammonia; [bis(acetoxy)iodo]benzene; potassium hydroxide / methanol / 2 h / 0 °C 2: 2 h / 20 °C / Inert atmosphere; UV-irradiation View Scheme

2-(4-benzyloxyphenyl)ethanol (61439-59-6) → 4-(2-methoxyethyl)phenol (56718-71-9)

Conditions	Yield
Multi-step reaction with 2 steps 1: 1.) NaH / 1.) THF, reflux, 30 min; 2.) THF, reflux, 6 h 2: H2 / 10percent Pd/C / ethanol / 24 h / 3102.9 Torr / Ambient temperature View Scheme
Multi-step reaction with 2 steps 1: potassium hydroxide / dimethyl sulfoxide / 20 °C 2: palladium on activated charcoal; hydrogen / tetrahydrofuran / 24 h / 20 °C / 3000.3 Torr View Scheme

phenol (108-95-2) → 4-(2-methoxyethyl)phenol (56718-71-9)

Conditions	Yield
Multi-step reaction with 3 steps 1: 50 percent / AlCl3 / various solvent(s) / 5 h / 70 °C 2: 90 percent / methanol / 24 h / Ambient temperature 3: 96 percent / H2 / 10percent Pd/C / ethanol / 4 h / 2327.2 Torr View Scheme
Multi-step reaction with 3 steps 1: aluminum (III) chloride 2: methanol / pH 8 3: hydrogen / 3000.3 Torr / Heating View Scheme

2-bromo-1-(4'-hydroxyphenyl)-1-ethanone (2491-38-5) → 4-(2-methoxyethyl)phenol (56718-71-9)

Conditions	Yield
Multi-step reaction with 2 steps 1: methanol 2: H2; AcOH / Pd/C View Scheme

4-Hydroxyacetophenone (99-93-4) → 4-(2-methoxyethyl)phenol (56718-71-9)

Conditions	Yield
Multi-step reaction with 3 steps 1: CuBr2 / ethyl acetate 2: methanol 3: H2; AcOH / Pd/C View Scheme

p-hydroxyphenacyl chloride (6305-04-0) → 4-(2-methoxyethyl)phenol (56718-71-9)

Conditions	Yield
Multi-step reaction with 2 steps 1: 90 percent / methanol / 24 h / Ambient temperature 2: 96 percent / H2 / 10percent Pd/C / ethanol / 4 h / 2327.2 Torr View Scheme

Acetic acid 4-(2-methoxy-ethyl)-phenyl ester (82099-82-9) → 4-(2-methoxyethyl)phenol (56718-71-9)

Conditions	Yield
With sodium hydroxide In ethanol for 4h; Heating;
With sodium hydroxide

2-phenylethanol (60-12-8) + ZnCl2 → 4-(2-methoxyethyl)phenol (56718-71-9)

Conditions	Yield
Multi-step reaction with 4 steps 2: NaOH 3: H2O2, HCOOH 4: NaOH View Scheme
Multi-step reaction with 6 steps 1: 207 g / pyridine / benzene / 5 h / 25 - 30 °C 2: 218 g / aluminium chloride / CH2Cl2 / 6 h / Ambient temperature 3: 71 g / sodium hydroxide / ethanol / 5 h / Heating 4: sodium hydroxide / dimethylsulfoxide / 4 h / 50 - 60 °C 5: 88 percent formic acid, cc. sulfuric acid, 35 percent hydrogen peroxide / acetic anhydride / 3 h / 40 - 50 °C 6: sodium hydroxide / ethanol / 4 h / Heating View Scheme

1-<4-(1-hydroxyethyl)phenyl>ethanone (99215-51-7) → 4-(2-methoxyethyl)phenol (56718-71-9)

Conditions	Yield
Multi-step reaction with 3 steps 1: NaOH 2: H2O2, HCOOH 3: NaOH View Scheme
Multi-step reaction with 3 steps 1: sodium hydroxide / dimethylsulfoxide / 4 h / 50 - 60 °C 2: 88 percent formic acid, cc. sulfuric acid, 35 percent hydrogen peroxide / acetic anhydride / 3 h / 40 - 50 °C 3: sodium hydroxide / ethanol / 4 h / Heating View Scheme

4-methoxyethylacetophenone (93205-89-1) → 4-(2-methoxyethyl)phenol (56718-71-9)

Conditions	Yield
Multi-step reaction with 2 steps 1: H2O2, HCOOH 2: NaOH View Scheme
Multi-step reaction with 2 steps 1: 88 percent formic acid, cc. sulfuric acid, 35 percent hydrogen peroxide / acetic anhydride / 3 h / 40 - 50 °C 2: sodium hydroxide / ethanol / 4 h / Heating View Scheme

4-chloro-phenol (106-48-9) → 4-(2-methoxyethyl)phenol (56718-71-9)

Conditions	Yield
Multi-step reaction with 4 steps 1.1: potassium carbonate / N,N-dimethyl-formamide / 1 h / 80 °C 1.2: 1 h / 105 °C 2.1: magnesium; iodine / 2-methyltetrahydrofuran / 2 h / Reflux 3.1: sodium hydroxide / toluene; water / 2 h 3.2: 2 h 4.1: palladium 10% on activated carbon; hydrogen / 3 h / 37503.8 Torr View Scheme
Multi-step reaction with 4 steps 1.1: sulfuric acid / toluene / 16 h / -10 - 0 °C 2.1: magnesium / tetrahydrofuran / 16 h / 65 - 72 °C / Inert atmosphere 2.2: 0 - 10 °C / Inert atmosphere 3.1: thionyl chloride; N,N-dimethyl-formamide / toluene / 2 h / 55 - 60 °C 4.1: sodium methylate / 7 h / 50 °C View Scheme

para-nitrophenyl bromide (586-78-7) + magnesium → 4-(2-methoxyethyl)phenol (56718-71-9)

Conditions	Yield
Multi-step reaction with 2 steps 1: 1.) Et3N, 2.) H2 / 1/2.) 5percent Pd/C / 1.) toluene, 120 deg C, 16 h, 2.) toluene, 85 deg C, 150 psi, 45 min 2: 1.) NaNO2, 50percent H2SO4, 2.) urea / 1.) H20, 5 deg C, 15 min, 2.) H2O, 100 - 105 deg C, 1 h View Scheme

β-(4-acetylphenyl)ethyl acetate (73823-79-7) → 4-(2-methoxyethyl)phenol (56718-71-9)

Conditions	Yield
Multi-step reaction with 4 steps 1: 71 g / sodium hydroxide / ethanol / 5 h / Heating 2: sodium hydroxide / dimethylsulfoxide / 4 h / 50 - 60 °C 3: 88 percent formic acid, cc. sulfuric acid, 35 percent hydrogen peroxide / acetic anhydride / 3 h / 40 - 50 °C 4: sodium hydroxide / ethanol / 4 h / Heating View Scheme

acetic acid phenethyl ester (103-45-7) → 4-(2-methoxyethyl)phenol (56718-71-9)

Conditions	Yield
Multi-step reaction with 5 steps 1: 218 g / aluminium chloride / CH2Cl2 / 6 h / Ambient temperature 2: 71 g / sodium hydroxide / ethanol / 5 h / Heating 3: sodium hydroxide / dimethylsulfoxide / 4 h / 50 - 60 °C 4: 88 percent formic acid, cc. sulfuric acid, 35 percent hydrogen peroxide / acetic anhydride / 3 h / 40 - 50 °C 5: sodium hydroxide / ethanol / 4 h / Heating View Scheme

4-chlorophenyl benzyl ether (7700-27-8) → 4-(2-methoxyethyl)phenol (56718-71-9)

Conditions	Yield
Multi-step reaction with 3 steps 1.1: magnesium; iodine / 2-methyltetrahydrofuran / 2 h / Reflux 2.1: sodium hydroxide / toluene; water / 2 h 2.2: 2 h 3.1: palladium 10% on activated carbon; hydrogen / 3 h / 37503.8 Torr View Scheme

4-tert-butoxychlorobenzene (18995-35-2) → 4-(2-methoxyethyl)phenol (56718-71-9)

Conditions	Yield
Multi-step reaction with 3 steps 1.1: magnesium / tetrahydrofuran / 16 h / 65 - 72 °C / Inert atmosphere 1.2: 0 - 10 °C / Inert atmosphere 2.1: thionyl chloride; N,N-dimethyl-formamide / toluene / 2 h / 55 - 60 °C 3.1: sodium methylate / 7 h / 50 °C View Scheme

4-tert-butoxybromobenzene (60876-70-2) → 4-(2-methoxyethyl)phenol (56718-71-9)

Conditions	Yield
Multi-step reaction with 3 steps 1.1: magnesium / tetrahydrofuran / 6 h / 65 - 72 °C / Inert atmosphere 1.2: 0 - 10 °C / Inert atmosphere 2.1: thionyl chloride; N,N-dimethyl-formamide / toluene / 2 h / 55 - 60 °C 3.1: sodium methylate / 7 h / 50 °C View Scheme

4-bromo-phenol (106-41-2) → 4-(2-methoxyethyl)phenol (56718-71-9)

Conditions	Yield
Multi-step reaction with 4 steps 1.1: sulfuric acid / toluene / 16 h / -10 - 0 °C 2.1: magnesium / tetrahydrofuran / 6 h / 65 - 72 °C / Inert atmosphere 2.2: 0 - 10 °C / Inert atmosphere 3.1: thionyl chloride; N,N-dimethyl-formamide / toluene / 2 h / 55 - 60 °C 4.1: sodium methylate / 7 h / 50 °C View Scheme

4-(2-methoxyethyl)phenol (56718-71-9) + 4-[(4-chloro-2-pyrimidinyl)amino]benzonitrile (244768-32-9) → 4-{4-[4-(2-methoxylethyl)phenoxy]pyrimidin-2-ylamino}benzonitrile (1448695-92-8)

Conditions	Yield
Stage #1: 4-(2-methoxyethyl)phenol With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.166667h; Inert atmosphere; Stage #2: 4-[(4-chloro-2-pyrimidinyl)amino]benzonitrile In N,N-dimethyl-formamide at 80℃; Inert atmosphere;	98.4%

succinic acid (110-15-6) + 4-(2-methoxyethyl)phenol (56718-71-9) + isopropylamine (75-31-0) + epichlorohydrin (106-89-8) → metoprolol succinate

Conditions	Yield
Stage #1: 4-(2-methoxyethyl)phenol; epichlorohydrin With sodium hydroxide In water at 30 - 40℃; for 5h; Stage #2: isopropylamine In water at 20 - 30℃; for 5h; Stage #3: succinic acid In acetone at 20 - 35℃; Temperature; Solvent;	97.8%

3-hydroxy-3-phenyl-2,3-dihydro-isoindol-1-one (6637-53-2, 144252-21-1, 144252-22-2) + 4-(2-methoxyethyl)phenol (56718-71-9) → 3-(2-hydroxy-5-(2-methoxyethyl)phenyl)-3-phenylisoindolin-1-one

Conditions	Yield
Stage #1: 3-hydroxy-3-phenyl-2,3-dihydro-isoindol-1-one With methanesulfonic acid In cyclohexane at 25℃; for 0.166667h; Betti Reaction; Stage #2: 4-(2-methoxyethyl)phenol In cyclohexane at 80℃; for 16h; Betti Reaction;	97%

4-(4-chloro-6-methyl-pyrimidin-2-ylamino)-benzonitrile + 4-(2-methoxyethyl)phenol (56718-71-9) → 4-{6-methyl-4-[4-(2-methoxylethyl)phenoxy]pyrimidin-2-ylamino}benzonitrile (1448695-99-5)

Conditions	Yield
Stage #1: 4-(2-methoxyethyl)phenol With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.166667h; Inert atmosphere; Stage #2: 4-(4-chloro-6-methyl-pyrimidin-2-ylamino)-benzonitrile In N,N-dimethyl-formamide at 80℃; Inert atmosphere;	96.2%

4-(2-methoxyethyl)phenol (56718-71-9) + epichlorohydrin (106-89-8) → 2-[4-(2'-methoxyethyl)phenoxymethyl]oxirane (56718-70-8)

Conditions	Yield
With sodium hydroxide at 85 - 90℃; pH=8; Temperature; pH-value; Flow reactor;	95.2%
With sodium hydroxide at 90 - 115℃; under 1500.15 - 2250.23 Torr; pH=9; Flow reactor;	95.2%
With sodium hydroxide In water at 40 - 45℃; for 3 - 5h;	93%

4-(2-methoxyethyl)phenol (56718-71-9) + allyl bromide (106-95-6) → 3-[4-(2-methoxyethyl)phenoxy]propylene (80448-05-1)

Conditions	Yield
With potassium carbonate In acetone Reflux;	87%
With potassium carbonate In acetone for 7h; Heating;	85%

formic acid (64-18-6) + 4-(2-methoxyethyl)phenol (56718-71-9) → 4-(2-Methoxyethyl)phenyl formate

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); sodium acetate; acetic anhydride at 20℃; for 12h; Inert atmosphere;	87%

4-(2-methoxyethyl)phenol (56718-71-9) + C14H19N2O2S(1+)*F6P(1-) → 4-(2-methoxyethyl)phenyl-4-methylbenzenesulfonate

Conditions	Yield
With DBN In acetonitrile at 80℃; for 4h;	84%

1,1,1,2,3,3-hexafluoro-2-(heptafluoropropoxy)-3-[(trifluorovinyl)oxy]propane (1644-11-7) + 4-(2-methoxyethyl)phenol (56718-71-9) → 1-(2-methoxy-ethyl)-4-[1,1,2-trifluoro-2-(1,1,2,3,3,3-hexafluoro-2-heptafluoropropyloxy-propoxy)-ethoxy]-benzene

Conditions	Yield
With potassium hydroxide Addition;	78%

formic acid (64-18-6) + iodobenzene (591-50-4) + 4-(2-methoxyethyl)phenol (56718-71-9) → 4-(2-methoxyethyl)phenyl benzoate

Conditions	Yield
With palladium diacetate; acetic anhydride; triethylamine; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In toluene at 80℃; for 12h; Inert atmosphere;	78%

(S)-epichlorohydrin (67843-74-7) + 4-(2-methoxyethyl)phenol (56718-71-9) → (2S)-2-{[4-(2-Methoxyethyl)phenoxy]methyl}oxirane (105780-38-9) + (R)-2-{[4-(2-methoxyethyl)phenoxy]methyl}oxirane (133397-54-3)

Conditions	Yield
With potassium carbonate In acetonitrile for 14h; Reflux; optical yield given as %ee;	A n/a B 75%

4-(2-methoxyethyl)phenol (56718-71-9) + (S,S,S)-triglycidyl isocyanurate → (S)-5-((4-(2-methoxyethyl)phenoxy)methyl)oxazolidin-2-one (1333949-81-7)

Conditions	Yield
With potassium hydroxide In 4-methyl-2-pentanone at 110 - 115℃; for 2 - 3h; Large scale reaction;	75%

(R)-(-)-epichlorohydrin (51594-55-9) + 4-(2-methoxyethyl)phenol (56718-71-9) → (2S)-2-{[4-(2-Methoxyethyl)phenoxy]methyl}oxirane (105780-38-9) + (R)-2-{[4-(2-methoxyethyl)phenoxy]methyl}oxirane (133397-54-3)

Conditions	Yield
With potassium carbonate In acetonitrile for 14h; Reflux; optical yield given as %ee;	A 73% B n/a

4-(2-methoxyethyl)phenol (56718-71-9) + (4S)-N-tert-butoxycarbonyl-4-[[(4'-methylbenzenesulfonyl)oxy]methyl]-2,2-dimethyl-1,3-oxazolidine (140645-28-9) → 4(R)-4-((4-(2-methoxyethyl)phenoxy)methyl)-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl ester (935547-68-5)

Conditions	Yield
Stage #1: 4-(2-methoxyethyl)phenol With sodium hydride In N,N-dimethyl-formamide at 20℃; Stage #2: (4S)-N-tert-butoxycarbonyl-4-[[(4'-methylbenzenesulfonyl)oxy]methyl]-2,2-dimethyl-1,3-oxazolidine In N,N-dimethyl-formamide at 40℃; for 1h;	71%
With sodium hydride In N,N-dimethyl-formamide at 60 - 80℃;
Stage #1: 4-(2-methoxyethyl)phenol With sodium hydride In N,N-dimethyl-formamide at 20℃; for 0.166667h; Stage #2: (4S)-N-tert-butoxycarbonyl-4-[[(4'-methylbenzenesulfonyl)oxy]methyl]-2,2-dimethyl-1,3-oxazolidine In N,N-dimethyl-formamide at 60 - 80℃; for 2h; Further stages.;

1-(6-chloro-5-nitro-pyrimidin-4-yl)-piperidine-4-carboxylic acid ethyl ester (733747-96-1) + 4-(2-methoxyethyl)phenol (56718-71-9) → 1-{6-[4-(2-methoxyethyl)-phenoxy]-5-nitropyrimidin-4-yl}-piperidine-4-carboxylic acid ethyl ester (733748-32-8)

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 90℃; for 15h;	71%

Upstream product

• 80314-58-5 1-methoxy-4-(2-methoxyethyl)benzene 
• 35424-81-8 L-<15N>tyrosine 
• 60-18-4 L-tyrosine 
• 67-56-1 methanol 
• 106-41-2 4-bromo-phenol 
• 60876-70-2 4-tert-butoxybromobenzene 
• 18995-35-2 4-tert-butoxychlorobenzene 
• 28145-35-9 4-(2-chloroethyl)phenol 
• 7700-27-8 4-chlorophenyl benzyl ether 
• 106-48-9 4-chloro-phenol 
• 953422-33-8 2-(4'-hydroxyphenyl)ethyl methyl carbonate 
• 616-38-6 carbonic acid dimethyl ester 
• 501-94-0 p-hydroxyphenethyl alcohol 
• 144-55-8 sodium hydrogencarbonate 

Downstream Products

• 105780-38-9 (2S)-2-{[4-(2-Methoxyethyl)phenoxy]methyl}oxirane 
• 1153248-37-3 3-[4-(2-Methoxyethyl)phenoxy]propan-1-ol 
• 733748-32-8 1-{6-[4-(2-methoxyethyl)-phenoxy]-5-nitropyrimidin-4-yl}-piperidine-4-carboxylic acid ethyl ester 
• 56718-76-4 (+/-)-1-[4-(2-methoxyethyl)phenoxy]-3-chloro-2-propanol 
• 87130-01-6 4-(2-methoxyethyl)-phenoxy-acetaldehyde 
• 96-24-2 3-monochloro-1,2-propanediol 
• 548765-61-3 methyl-phenyl-carbamic acid 4-(2-methoxy-ethyl)-phenyl ester 
• 56718-70-8 2-[4-(2'-methoxyethyl)phenoxymethyl]oxirane 
• 74254-83-4 Toluene-4-sulfonic acid 2-hydroxy-3-[4-(2-methoxy-ethyl)-phenoxy]-propyl ester 
• 62572-90-1 3-<4-(2-methoxyethyl)phenoxy>-1,2-propanediol 
• 104450-90-0 2,2'-O-methylenebis<(R)-1-O-methanesulfonyl-3-O-p-(2-methoxyethyl)phenylglycerol> 
• 104450-91-1 2,2'-methylenedioxybis<(S)-N-isopropyl-3-p-(2-methoxyethyl)phenoxypropylamine> 
• 104450-88-6 2,2'-O-methylenebis<3-O-p-(2-methoxyethyl)phenyl-(R)-glyceraldehyde> 
• 104450-87-5 1,6-bis-O-p-(2-methoxyethyl)phenyl-2,5-O-methylene-D-mannitol 

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The invention discloses a preparation method of p-(2-methoxyl) ethyl phenol. According to the preparation method, p-chlorophenol is taken as the raw material, after etherification reactions, p-chlorophenol with a protected phenolic hydroxyl group is obtained, and after Grignard reactions, chlorination reactions, and methoxyl substitution reactions, p-(2-methoxyl)ethyl phenol is generated. The provided preparation method has the advantages of easily available raw materials, mild reaction conditions, high safety coefficient, strong operability, simple technology, easy industrialization, high product purity, and stable quality. The prepared p-(2-methoxyl)ethyl phenol totally meets the using requirements of medical intermediates.

Preparation method of metoprolol intermittent

The invention belongs to the field of organic synthesis of medicines, and particularly relates to a preparation method of an intermittent of a medicine metoprolol for treating hypertension. A synthesis route of the method comprises the steps that in the presence of a palladium catalyst and a phosphine ligand, p-bromophenol is reacted with methyl vinyl ether to generate 4-(2-methoxy vinyl)phenol; the 4-(2-methoxy vinyl)phenol is subjected to hydrogenation in the presence of a palladium carbon catalyst to obtain the target product 4-(2-methoxyethyl)phenol. The reaction steps are short, the raw materials are cheap and easy to obtain, a technology is simple, operation is convenient, and no special reaction conditions are needed, so that the method is more suitable for industrial production.

To the methoxy ethyl phenol synthesis method (by machine translation)

The invention discloses a method for synthesizing methoxy ethyl phenol, to the chlorophenol as the starting material, through the phenolic hydroxyl protection, format reaction, methylation and hydrogenation debenzylation reaction to obtain the target product to the methoxy ethyl phenol process, the methylation reaction is just a simple filtering operation that can be used for the next step reaction, without any other operation. This invention adopts the [...] as the starting material to synthesize to methoxy ethyl phenol, reduce the difficulty of after treatment, reduce the reaction time, the product has high purity, high yield, good stability of the product. (by machine translation)

Synthesis method for preparing metoprolol intermediate

A synthesis method for preparing a metoprolol intermediate comprises the following steps: 1, dissolving phenol and chloroacetyl chloride in a dichloroethane solvent, adding aluminum trichloride as a catalyst, stirring for reaction to generate 4-chloracetyl phenol; 2, dissolving the 4-chloracetyl phenol generated by the reaction of the step 1 in methanol, adding methanol sodium, starting a stirrer for stirring for reaction to generate 4-(2'-methoxy acetyl) phenol; 3, adding the 4-(2'-methoxy acetyl) phenol generated by the reaction of the step 2 into a reactor, adding a catalyst, adding a reductant, starting stirring, and heating for reaction to generate intermediate 4-(2 '-methoxy ethyl) phenol. The advantages are as follows: the method for preparation of the 4-(2 '-methoxy ethyl) phenol is simple in operation, mild in conditions, environmental friendly, low in cost, and is suitable for industrial production, Raney nickel can be reused, the reaction yield reaches 86%, and the purity reaches 98% or above.

Easy eco-friendly phenonium ion production from phenethyl alcohols in dimethyl carbonate

An efficient and simple one-pot procedure for selective etherification of 2-aryl-ethylalcohols has been achieved through Amberlyst 15-catalyzed reaction in dimethyl carbonate (DMC). Moreover, the polymer catalyst could be recovered and reused with no effect on its activity. The reaction mechanism involves the formation of phenonium ion which has been demonstrated by a C-C bond forming reaction. Theoretical studies are in agreement with and thus explain experimental results.

Preparation and antioxidant activity of tyrosyl and homovanillyl ethers

Preparation of tyrosyl and homovanillyl lipophilic derivatives was carried out as a response to the food industry's increasing demand for new synthetic lipophilic antioxidants. Tyrosyl and homovanillyl ethers were synthesized in high yields by a three-step procedure starting from tyrosol (Ty) and homovanillic alcohol (HMV). The antioxidant activity of these new series of alkyl tyrosyl and homovanillyl ethers was evaluated by the Rancimat test in a lipophilic food matrix and by the FRAP, ABTS and ORAC assays and compared to free Ty and HMV as well as two antioxidants widely used in the food industry, butylhydroxytoluene (BHT) and α-tocopherol. The results pointed out the higher activity of homovanillyl series in comparison with tyrosyl series with all the assayed methods. However, while both synthetic series were less antioxidant than BHT and α-tocopherol in a lipophilic matrix after their Rancimat test evaluation, homovanillyl alkyl ethers showed the best reducing power and radical scavenging activity of all evaluated compounds. This batch of synthetic lipophilic compounds, derived from biologically active compounds such as Ty and HMV, provide interesting and potentially bioactive compounds.

Thermolysis of 4-(ω-hydroxyalkyl)-2,6-di-tert-butylphenols

The process of thermolysis of tert-butylated hydroxyalkyl phenols includes de-tert-butylation, etherification, and fragmentation of the hydroxyalkyl group. On the basis of the proposed schemes of the mechanism of thermal de-tert-butylation the path of the search for catalysts for the synthesis of 4-hydroxyalkylphenols is defined and transformations of the by-products into biologically active substances were considered.

Facile preparation of polymer-supported methyl sulfonate and its recyclable use for methylation of carboxylic acids and amines

A simple and efficient one-pot procedure for the preparation of polymer-supported methyl sulfonate from the reaction of polymer-supported sulfonic acid with trimethyl orthoacetate was achieved, and it could be successfully used for efficient methylation of carboxylic acids, phosphonic acids, sulfinic acids, amines, thiol, and phenol. Moreover, the polymer reagent could be recovered, regenerated, and reused easily for the same reactions. Georg Thieme Verlag Stuttgart.