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56718-71-9

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56718-71-9 Usage

Chemical Properties

White Low Melting Solid

Uses

Different sources of media describe the Uses of 56718-71-9 differently. You can refer to the following data:
1. 4-(2-Methoxyethyl)phenol is an Impurity of Metoprolol.
2. 4-(2-Methoxyethyl)phenol may be used in the preparation of methyl analog of metoprolol (MAM).

General Description

4-(2-Methoxyethyl)phenol can be prepared by reacting methyl vinyl ether and 4-bromonitrobenzene.

Check Digit Verification of cas no

The CAS Registry Mumber 56718-71-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,6,7,1 and 8 respectively; the second part has 2 digits, 7 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 56718-71:
(7*5)+(6*6)+(5*7)+(4*1)+(3*8)+(2*7)+(1*1)=149
149 % 10 = 9
So 56718-71-9 is a valid CAS Registry Number.
InChI:InChI=1/C9H12O2/c1-11-7-6-8-2-4-9(10)5-3-8/h2-5,10H,6-7H2,1H3

56718-71-9 Well-known Company Product Price

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  • Alfa Aesar

  • (B23548)  4-(2-Methoxyethyl)phenol, 98%   

  • 56718-71-9

  • 10g

  • 345.0CNY

  • Detail
  • Alfa Aesar

  • (B23548)  4-(2-Methoxyethyl)phenol, 98%   

  • 56718-71-9

  • 50g

  • 1278.0CNY

  • Detail
  • Alfa Aesar

  • (B23548)  4-(2-Methoxyethyl)phenol, 98%   

  • 56718-71-9

  • 250g

  • 4761.0CNY

  • Detail

56718-71-9SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-(2-Methoxyethyl)phenol

1.2 Other means of identification

Product number -
Other names 4-methoxyethylphenol

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:56718-71-9 SDS

56718-71-9Synthetic route

alpha-methoxy-4-hydroxyacetophenone
32136-81-5

alpha-methoxy-4-hydroxyacetophenone

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

4-(2-methoxyethyl)phenol

Conditions
ConditionsYield
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-carbon0.54 g (3.6 mmol=61%)
4-hydroxyphenyl glyoxal dimethylacetal

4-hydroxyphenyl glyoxal dimethylacetal

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

4-(2-methoxyethyl)phenol

Conditions
ConditionsYield
palladium-carbon In hydrogenchloride; methanol70%
With hydrogen; palladium-carbon In hydrogenchloride; methanol59%
With hydrogen; palladium-carbon In methanol53%
With hydrogenchloride; hydrogen; palladium-carbon In methanol47%
p-hydroxyphenethyl alcohol
501-94-0

p-hydroxyphenethyl alcohol

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

4-(2-methoxyethyl)phenol

Conditions
ConditionsYield
With sulfuric acid In methanol40%
In methanol31%
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-methoxyethenyl)phenol

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

4-(2-methoxyethyl)phenol

Conditions
ConditionsYield
With hydrogen In ethyl acetate at 50℃; under 30402 Torr; for 16h;10 g
methanol
67-56-1

methanol

4-(2-chloroethyl)phenol
28145-35-9

4-(2-chloroethyl)phenol

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

4-(2-methoxyethyl)phenol

Conditions
ConditionsYield
With sodium methylate at 50℃; for 7h; Reagent/catalyst;92%
1-(benzyloxy)-4-(2-methoxyethyl)benzene
98627-35-1

1-(benzyloxy)-4-(2-methoxyethyl)benzene

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

4-(2-methoxyethyl)phenol

Conditions
ConditionsYield
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

2-(4'-hydroxyphenyl)ethyl methyl carbonate

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

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

4-(2-methoxyethyl)phenol

Conditions
ConditionsYield
With Amberlyst 15 for 36h; Reflux;95%
p-hydroxyphenethyl alcohol
501-94-0

p-hydroxyphenethyl alcohol

sodium hydrogencarbonate
144-55-8

sodium hydrogencarbonate

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

4-(2-methoxyethyl)phenol

Conditions
ConditionsYield
In methanol65%
methanol
67-56-1

methanol

4-((3H-diazirin-3-yl)methyl)phenol

4-((3H-diazirin-3-yl)methyl)phenol

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

4-(2-methoxyethyl)phenol

Conditions
ConditionsYield
at 20℃; for 2h; Inert atmosphere; UV-irradiation;57%
4-(2-bromoethyl)phenol
14140-15-9

4-(2-bromoethyl)phenol

sodium methylate
124-41-4

sodium methylate

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

4-(2-methoxyethyl)phenol

Conditions
ConditionsYield
In methanol at 20℃; for 3h;79%
With methanol
p-hydroxyphenethyl alcohol
501-94-0

p-hydroxyphenethyl alcohol

poly(styrene-co-divinylbenzene)-supported methyl sulfonate, loading rate of SO3Me: ca. 4.0 mmol/g

poly(styrene-co-divinylbenzene)-supported methyl sulfonate, loading rate of SO3Me: ca. 4.0 mmol/g

A

2-(4-Methoxyphenyl)ethanol
702-23-8

2-(4-Methoxyphenyl)ethanol

B

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

4-(2-methoxyethyl)phenol

Conditions
ConditionsYield
With potassium carbonate In acetonitrile for 24h; Heating;A 82%
B 9%
L-tyrosine
60-18-4

L-tyrosine

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

4-(2-methoxyethyl)phenol

Conditions
ConditionsYield
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

L-<15N>tyrosine

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

4-(2-methoxyethyl)phenol

Conditions
ConditionsYield
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

2-(4-benzyloxyphenyl)ethanol

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

4-(2-methoxyethyl)phenol

Conditions
ConditionsYield
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

phenol

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

4-(2-methoxyethyl)phenol

Conditions
ConditionsYield
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

2-bromo-1-(4'-hydroxyphenyl)-1-ethanone

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

4-(2-methoxyethyl)phenol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: methanol
2: H2; AcOH / Pd/C
View Scheme
4-Hydroxyacetophenone
99-93-4

4-Hydroxyacetophenone

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

4-(2-methoxyethyl)phenol

Conditions
ConditionsYield
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

p-hydroxyphenacyl chloride

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

4-(2-methoxyethyl)phenol

Conditions
ConditionsYield
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

Acetic acid 4-(2-methoxy-ethyl)-phenyl ester

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

4-(2-methoxyethyl)phenol

Conditions
ConditionsYield
With sodium hydroxide In ethanol for 4h; Heating;
With sodium hydroxide
2-phenylethanol
60-12-8

2-phenylethanol

ZnCl2

ZnCl2

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

4-(2-methoxyethyl)phenol

Conditions
ConditionsYield
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

1-<4-(1-hydroxyethyl)phenyl>ethanone

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

4-(2-methoxyethyl)phenol

Conditions
ConditionsYield
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-methoxyethylacetophenone

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

4-(2-methoxyethyl)phenol

Conditions
ConditionsYield
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-chloro-phenol

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

4-(2-methoxyethyl)phenol

Conditions
ConditionsYield
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

para-nitrophenyl bromide

magnesium

magnesium

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

4-(2-methoxyethyl)phenol

Conditions
ConditionsYield
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

β-(4-acetylphenyl)ethyl acetate

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

4-(2-methoxyethyl)phenol

Conditions
ConditionsYield
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

acetic acid phenethyl ester

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

4-(2-methoxyethyl)phenol

Conditions
ConditionsYield
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-chlorophenyl benzyl ether

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

4-(2-methoxyethyl)phenol

Conditions
ConditionsYield
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-tert-butoxychlorobenzene

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

4-(2-methoxyethyl)phenol

Conditions
ConditionsYield
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-tert-butoxybromobenzene

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

4-(2-methoxyethyl)phenol

Conditions
ConditionsYield
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-bromo-phenol

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

4-(2-methoxyethyl)phenol

Conditions
ConditionsYield
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-(2-methoxyethyl)phenol

4-[(4-chloro-2-pyrimidinyl)amino]benzonitrile
244768-32-9

4-[(4-chloro-2-pyrimidinyl)amino]benzonitrile

4-{4-[4-(2-methoxylethyl)phenoxy]pyrimidin-2-ylamino}benzonitrile
1448695-92-8

4-{4-[4-(2-methoxylethyl)phenoxy]pyrimidin-2-ylamino}benzonitrile

Conditions
ConditionsYield
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

succinic acid

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

4-(2-methoxyethyl)phenol

isopropylamine
75-31-0

isopropylamine

epichlorohydrin
106-89-8

epichlorohydrin

metoprolol succinate

metoprolol succinate

Conditions
ConditionsYield
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

3-hydroxy-3-phenyl-2,3-dihydro-isoindol-1-one

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

4-(2-methoxyethyl)phenol

3-(2-hydroxy-5-(2-methoxyethyl)phenyl)-3-phenylisoindolin-1-one

3-(2-hydroxy-5-(2-methoxyethyl)phenyl)-3-phenylisoindolin-1-one

Conditions
ConditionsYield
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-(4-chloro-6-methyl-pyrimidin-2-ylamino)-benzonitrile

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

4-(2-methoxyethyl)phenol

4-{6-methyl-4-[4-(2-methoxylethyl)phenoxy]pyrimidin-2-ylamino}benzonitrile
1448695-99-5

4-{6-methyl-4-[4-(2-methoxylethyl)phenoxy]pyrimidin-2-ylamino}benzonitrile

Conditions
ConditionsYield
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

4-(2-methoxyethyl)phenol

epichlorohydrin
106-89-8

epichlorohydrin

2-[4-(2'-methoxyethyl)phenoxymethyl]oxirane
56718-70-8

2-[4-(2'-methoxyethyl)phenoxymethyl]oxirane

Conditions
ConditionsYield
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

4-(2-methoxyethyl)phenol

allyl bromide
106-95-6

allyl bromide

3-[4-(2-methoxyethyl)phenoxy]propylene
80448-05-1

3-[4-(2-methoxyethyl)phenoxy]propylene

Conditions
ConditionsYield
With potassium carbonate In acetone Reflux;87%
With potassium carbonate In acetone for 7h; Heating;85%
formic acid
64-18-6

formic acid

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

4-(2-methoxyethyl)phenol

4-(2-Methoxyethyl)phenyl formate

4-(2-Methoxyethyl)phenyl formate

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); sodium acetate; acetic anhydride at 20℃; for 12h; Inert atmosphere;87%
4-(2-methoxyethyl)phenol
56718-71-9

4-(2-methoxyethyl)phenol

C14H19N2O2S(1+)*F6P(1-)

C14H19N2O2S(1+)*F6P(1-)

4-(2-methoxyethyl)phenyl-4-methylbenzenesulfonate

4-(2-methoxyethyl)phenyl-4-methylbenzenesulfonate

Conditions
ConditionsYield
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

1,1,1,2,3,3-hexafluoro-2-(heptafluoropropoxy)-3-[(trifluorovinyl)oxy]propane

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

4-(2-methoxyethyl)phenol

1-(2-methoxy-ethyl)-4-[1,1,2-trifluoro-2-(1,1,2,3,3,3-hexafluoro-2-heptafluoropropyloxy-propoxy)-ethoxy]-benzene

1-(2-methoxy-ethyl)-4-[1,1,2-trifluoro-2-(1,1,2,3,3,3-hexafluoro-2-heptafluoropropyloxy-propoxy)-ethoxy]-benzene

Conditions
ConditionsYield
With potassium hydroxide Addition;78%
formic acid
64-18-6

formic acid

iodobenzene
591-50-4

iodobenzene

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

4-(2-methoxyethyl)phenol

4-(2-methoxyethyl)phenyl benzoate

4-(2-methoxyethyl)phenyl benzoate

Conditions
ConditionsYield
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

(S)-epichlorohydrin

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

4-(2-methoxyethyl)phenol

A

(2S)-2-{[4-(2-Methoxyethyl)phenoxy]methyl}oxirane
105780-38-9

(2S)-2-{[4-(2-Methoxyethyl)phenoxy]methyl}oxirane

B

(R)-2-{[4-(2-methoxyethyl)phenoxy]methyl}oxirane
133397-54-3

(R)-2-{[4-(2-methoxyethyl)phenoxy]methyl}oxirane

Conditions
ConditionsYield
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

4-(2-methoxyethyl)phenol

(S,S,S)-triglycidyl isocyanurate

(S,S,S)-triglycidyl isocyanurate

(S)-5-((4-(2-methoxyethyl)phenoxy)methyl)oxazolidin-2-one
1333949-81-7

(S)-5-((4-(2-methoxyethyl)phenoxy)methyl)oxazolidin-2-one

Conditions
ConditionsYield
With potassium hydroxide In 4-methyl-2-pentanone at 110 - 115℃; for 2 - 3h; Large scale reaction;75%
(R)-(-)-epichlorohydrin
51594-55-9

(R)-(-)-epichlorohydrin

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

4-(2-methoxyethyl)phenol

A

(2S)-2-{[4-(2-Methoxyethyl)phenoxy]methyl}oxirane
105780-38-9

(2S)-2-{[4-(2-Methoxyethyl)phenoxy]methyl}oxirane

B

(R)-2-{[4-(2-methoxyethyl)phenoxy]methyl}oxirane
133397-54-3

(R)-2-{[4-(2-methoxyethyl)phenoxy]methyl}oxirane

Conditions
ConditionsYield
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

4-(2-methoxyethyl)phenol

(4S)-N-tert-butoxycarbonyl-4-[[(4'-methylbenzenesulfonyl)oxy]methyl]-2,2-dimethyl-1,3-oxazolidine
140645-28-9

(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
935547-68-5

4(R)-4-((4-(2-methoxyethyl)phenoxy)methyl)-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl ester

Conditions
ConditionsYield
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

1-(6-chloro-5-nitro-pyrimidin-4-yl)-piperidine-4-carboxylic acid ethyl ester

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

4-(2-methoxyethyl)phenol

1-{6-[4-(2-methoxyethyl)-phenoxy]-5-nitropyrimidin-4-yl}-piperidine-4-carboxylic acid ethyl ester
733748-32-8

1-{6-[4-(2-methoxyethyl)-phenoxy]-5-nitropyrimidin-4-yl}-piperidine-4-carboxylic acid ethyl ester

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

56718-71-9Relevant articles and documents

A mild and practical method for deprotection of aryl methyl/benzyl/allyl ethers with HPPh2andtBuOK

Pan, Wenjing,Li, Chenchen,Zhu, Haoyin,Li, Fangfang,Li, Tao,Zhao, Wanxiang

, p. 7633 - 7640 (2021/09/22)

A general method for the demethylation, debenzylation, and deallylation of aryl ethers using HPPh2andtBuOK is reported. The reaction features mild and metal-free reaction conditions, broad substrate scope, good functional group compatibility, and high chemical selectivity towards aryl ethers over aliphatic structures. Notably, this approach is competent to selectively deprotect the allyl or benzyl group, making it a general and practical method in organic synthesis.

Iodonitrene in Action: Direct Transformation of Amino Acids into Terminal Diazirines and 15N2-Diazirines and Their Application as Hyperpolarized Markers

Colell, Johannes F. P.,Franck, Xavier,Glachet, Thomas,Marzag, Hamid,Reboul, Vincent,Saraiva Rosa, Nathalie,Theis, Thomas,Warren, Warren S.,Zhang, Guannan

, (2019/09/06)

A one-pot metal-free conversion of unprotected amino acids to terminal diazirines has been developed using phenyliodonium diacetate (PIDA) and ammonia. This PIDA-mediated transformation occurs via three consecutive reactions and involves an iodonitrene intermediate. This method is tolerant to most functional groups found on the lateral chain of amino acids, it is operationally simple, and it can be scaled up to provide multigram quantities of diazirine. Interestingly, we also demonstrated that this transformation could be applied to dipeptides without racemization. Furthermore, 14N2 and 15N2 isotopomers can be obtained, emphasizing a key trans-imination step when using 15NH3. In addition, we report the first experimental observation of 14N/15N isotopomers directly creating an asymmetric carbon. Finally, the 15N2-diazirine from l-tyrosine was hyperpolarized by a parahydrogen-based method (SABRE-SHEATH), demonstrating the products' utility as hyperpolarized molecular tag.

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

-

, (2018/11/04)

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)

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