alpha-methoxy-4-hydroxyacetophenone
4-(2-methoxyethyl)phenol
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-(2-methoxyethyl)phenol
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
4-(2-methoxyethyl)phenol
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-methoxyethyl)phenol
Conditions | Yield |
---|---|
With hydrogen In ethyl acetate at 50℃; under 30402 Torr; for 16h; | 10 g |
Conditions | Yield |
---|---|
With sodium methylate at 50℃; for 7h; Reagent/catalyst; | 92% |
1-(benzyloxy)-4-(2-methoxyethyl)benzene
4-(2-methoxyethyl)phenol
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
carbonic acid dimethyl ester
4-(2-methoxyethyl)phenol
Conditions | Yield |
---|---|
With Amberlyst 15 for 36h; Reflux; | 95% |
p-hydroxyphenethyl alcohol
sodium hydrogencarbonate
4-(2-methoxyethyl)phenol
Conditions | Yield |
---|---|
In methanol | 65% |
Conditions | Yield |
---|---|
at 20℃; for 2h; Inert atmosphere; UV-irradiation; | 57% |
Conditions | Yield |
---|---|
In methanol at 20℃; for 3h; | 79% |
With methanol |
p-hydroxyphenethyl alcohol
A
2-(4-Methoxyphenyl)ethanol
B
4-(2-methoxyethyl)phenol
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile for 24h; Heating; | A 82% B 9% |
L-tyrosine
4-(2-methoxyethyl)phenol
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
4-(2-methoxyethyl)phenol
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
4-(2-methoxyethyl)phenol
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
4-(2-methoxyethyl)phenol
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
4-(2-methoxyethyl)phenol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: methanol 2: H2; AcOH / Pd/C View Scheme |
4-Hydroxyacetophenone
4-(2-methoxyethyl)phenol
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: CuBr2 / ethyl acetate 2: methanol 3: H2; AcOH / Pd/C View Scheme |
p-hydroxyphenacyl chloride
4-(2-methoxyethyl)phenol
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
4-(2-methoxyethyl)phenol
Conditions | Yield |
---|---|
With sodium hydroxide In ethanol for 4h; Heating; | |
With sodium hydroxide |
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
4-(2-methoxyethyl)phenol
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
4-(2-methoxyethyl)phenol
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
4-(2-methoxyethyl)phenol
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 |
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
4-(2-methoxyethyl)phenol
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
4-(2-methoxyethyl)phenol
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
4-(2-methoxyethyl)phenol
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
4-(2-methoxyethyl)phenol
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
4-(2-methoxyethyl)phenol
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
4-(2-methoxyethyl)phenol
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
4-[(4-chloro-2-pyrimidinyl)amino]benzonitrile
4-{4-[4-(2-methoxylethyl)phenoxy]pyrimidin-2-ylamino}benzonitrile
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
4-(2-methoxyethyl)phenol
isopropylamine
epichlorohydrin
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
4-(2-methoxyethyl)phenol
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-(2-methoxyethyl)phenol
4-{6-methyl-4-[4-(2-methoxylethyl)phenoxy]pyrimidin-2-ylamino}benzonitrile
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
epichlorohydrin
2-[4-(2'-methoxyethyl)phenoxymethyl]oxirane
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
allyl bromide
3-[4-(2-methoxyethyl)phenoxy]propylene
Conditions | Yield |
---|---|
With potassium carbonate In acetone Reflux; | 87% |
With potassium carbonate In acetone for 7h; Heating; | 85% |
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); sodium acetate; acetic anhydride at 20℃; for 12h; Inert atmosphere; | 87% |
4-(2-methoxyethyl)phenol
Conditions | Yield |
---|---|
With DBN In acetonitrile at 80℃; for 4h; | 84% |
1,1,1,2,3,3-hexafluoro-2-(heptafluoropropoxy)-3-[(trifluorovinyl)oxy]propane
4-(2-methoxyethyl)phenol
Conditions | Yield |
---|---|
With potassium hydroxide Addition; | 78% |
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
4-(2-methoxyethyl)phenol
A
(2S)-2-{[4-(2-Methoxyethyl)phenoxy]methyl}oxirane
B
(R)-2-{[4-(2-methoxyethyl)phenoxy]methyl}oxirane
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile for 14h; Reflux; optical yield given as %ee; | A n/a B 75% |
4-(2-methoxyethyl)phenol
(S)-5-((4-(2-methoxyethyl)phenoxy)methyl)oxazolidin-2-one
Conditions | Yield |
---|---|
With potassium hydroxide In 4-methyl-2-pentanone at 110 - 115℃; for 2 - 3h; Large scale reaction; | 75% |
(R)-(-)-epichlorohydrin
4-(2-methoxyethyl)phenol
A
(2S)-2-{[4-(2-Methoxyethyl)phenoxy]methyl}oxirane
B
(R)-2-{[4-(2-methoxyethyl)phenoxy]methyl}oxirane
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile for 14h; Reflux; optical yield given as %ee; | A 73% B n/a |
4-(2-methoxyethyl)phenol
(4S)-N-tert-butoxycarbonyl-4-[[(4'-methylbenzenesulfonyl)oxy]methyl]-2,2-dimethyl-1,3-oxazolidine
4(R)-4-((4-(2-methoxyethyl)phenoxy)methyl)-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl ester
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
4-(2-methoxyethyl)phenol
1-{6-[4-(2-methoxyethyl)-phenoxy]-5-nitropyrimidin-4-yl}-piperidine-4-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 90℃; for 15h; | 71% |
The 4-(2-Methoxyethyl)-phenol is an organic compound with the formula C9H12O2. The systematic name of this chemical is 4-(2-methoxyethyl)phenol. With the CAS registry number 56718-71-9, it is also named as phenol, 4-(2-methoxyethyl)-. The product's categories are Aromatic Phenols; Phenoles and Thiophenoles; Various Metabolites and Impurities; Intermediates & Fine Chemicals; Metabolites & Impurities; Pharmaceuticals; Organic Building Blocks; Oxygen Compounds; Phenols. Besides, it should be stored in a closed cool and dry place. It is an important pharmaceutical intermediate, which is mainly used to produce an effective drug in the treatment of cardiovascular disease.
Physical properties about 4-(2-Methoxyethyl)-phenol are: (1)ACD/LogP: 1.41; (2)ACD/LogD (pH 5.5): 1.41; (3)ACD/LogD (pH 7.4): 1.4; (4)ACD/BCF (pH 5.5): 6.88; (5)ACD/BCF (pH 7.4): 6.87; (6)ACD/KOC (pH 5.5): 138.48; (7)ACD/KOC (pH 7.4): 138.14; (8)#H bond acceptors: 2; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 4; (11)Polar Surface Area: 18.46 Å2; (12)Index of Refraction: 1.525; (13)Molar Refractivity: 44.06 cm3; (14)Molar Volume: 143.5 cm3; (15)Polarizability: 17.46×10-24cm3; (16)Surface Tension: 38.8 dyne/cm; (17)Density: 1.06 g/cm3; (18)Flash Point: 97.8 °C; (19)Enthalpy of Vaporization: 49.62 kJ/mol; (20)Boiling Point: 239.9 °C at 760 mmHg; (21)Vapour Pressure: 0.0252 mmHg at 25°C.
Preparation: this chemical can be prepared by 1-(4-hydroxy-phenyl)-2-methoxy-ethanone. This reaction will need reagent H2, catalyst 10 percent Pd/C and solvent ethanol. The reaction time is 4 hours. The yield is about 96%.
Uses of 4-(2-Methoxyethyl)-phenol: it can be used to produce 1-allyloxy-4-(2-methoxy-ethyl)-benzene by heating. It will need reagent K2CO3 and solvent acetone with reaction time of 7 hours. The yield is about 85%.
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 protective clothing. 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: Oc1ccc(cc1)CCOC
(2)InChI: InChI=1/C9H12O2/c1-11-7-6-8-2-4-9(10)5-3-8/h2-5,10H,6-7H2,1H3
(3)InChIKey: FAYGEALAEQKPDI-UHFFFAOYAX
(4)Std. InChI: InChI=1S/C9H12O2/c1-11-7-6-8-2-4-9(10)5-3-8/h2-5,10H,6-7H2,1H3
(5)Std. InChIKey: FAYGEALAEQKPDI-UHFFFAOYSA-N
About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia
Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog
©2008 LookChem.com,License: ICP
NO.:Zhejiang16009103
complaints:service@lookchem.com Desktop View