Conditions | Yield |
---|---|
With potassium carbonate In acetone Reflux; | 99% |
Stage #1: 2-methoxy-phenol With potassium carbonate In acetone at 20℃; for 0.25h; Inert atmosphere; Stage #2: ethyl bromoacetate In acetone at 0℃; for 8h; Inert atmosphere; Reflux; | 90% |
Stage #1: 2-methoxy-phenol With potassium carbonate In acetone at 20℃; for 0.25h; Stage #2: ethyl bromoacetate In acetone at 20 - 65℃; | 90% |
ethanol
(2-methoxyphenoxy)acetic acid
ethyl 2-(2-methoxyphenoxy)acetate
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid at 20℃; | 92% |
With toluene-4-sulfonic acid for 5h; Heating; |
chloroacetic acid ethyl ester
2-methoxy-phenol
ethyl 2-(2-methoxyphenoxy)acetate
Conditions | Yield |
---|---|
With ethanol; sodium | |
With potassium carbonate; potassium iodide In acetone | |
With potassium carbonate In acetone for 15h; Heating; |
1-(3,4-dimethoxyphenyl)-2-(methoxyphenoxy)propane-1,3-diol
ethyl 2-(2-methoxyphenoxy)acetate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: sodium formate / water / 15 h / 110 °C 2: potassium carbonate / acetonitrile View Scheme | |
Multi-step reaction with 3 steps 1: water / 15 h / 110 °C 2: zinc; formic acid / water / 7 h / 110 °C / Sealed tube 3: potassium carbonate / acetonitrile View Scheme | |
Multi-step reaction with 3 steps 1: zinc / water / 7 h / 100 °C / Sealed tube 2: zinc; formic acid / water / 7 h / 110 °C / Sealed tube 3: potassium carbonate / acetonitrile View Scheme |
ethyl 2-(2-methoxyphenoxy)acetate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: zinc; formic acid / water / 7 h / 110 °C / Sealed tube 2: potassium carbonate / acetonitrile View Scheme |
1-(4-hydroxyphenyl)-2-(2-methoxyphenoxy)propane-1,3-diol
ethyl 2-(2-methoxyphenoxy)acetate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: formic acid; sodium formate / water / 110 °C 2: potassium carbonate / acetonitrile View Scheme |
ethyl 2-(2-methoxyphenoxy)acetate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: nano-Pd1Ni4 /MIL-100(Fe) / water / 6 h / 130 °C / Inert atmosphere 2.1: potassium carbonate / acetone / 0.25 h / 20 °C 2.2: 20 - 65 °C View Scheme |
2-(2-methoxyphenoxy)-acetophenone
ethyl 2-(2-methoxyphenoxy)acetate
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: sodium tetrahydroborate / methanol / 4 h / 25 °C 2.1: nano-Pd1Ni4 /MIL-100(Fe) / water / 6 h / 130 °C / Inert atmosphere 3.1: potassium carbonate / acetone / 0.25 h / 20 °C 3.2: 20 - 65 °C View Scheme |
ethyl 2-(2-methoxyphenoxy)acetate
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: sodium tetrahydroborate / methanol / 4 h / 25 °C 2.1: nano-Pd1Ni4 /MIL-100(Fe) / water / 6 h / 150 °C / Inert atmosphere 3.1: potassium carbonate / acetone / 0.25 h / 20 °C 3.2: 20 - 65 °C View Scheme |
2-(2-methoxyphenoxy)-1-(4-methoxyphenyl)ethan-1-one
ethyl 2-(2-methoxyphenoxy)acetate
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: sodium tetrahydroborate / methanol / 4 h / 25 °C 2.1: nano-Pd1Ni4 /MIL-100(Fe) / water / 6 h / 150 °C / Inert atmosphere 3.1: potassium carbonate / acetone / 0.25 h / 20 °C 3.2: 20 - 65 °C View Scheme |
ethyl 2-(2-methoxyphenoxy)acetate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: nano-Pd1Ni4 /MIL-100(Fe) / water / 6 h / 150 °C / Inert atmosphere 2.1: potassium carbonate / acetone / 0.25 h / 20 °C 2.2: 20 - 65 °C View Scheme |
ethyl 2-(2-methoxyphenoxy)acetate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: nano-Pd1Ni4 /MIL-100(Fe) / water / 6 h / 150 °C / Inert atmosphere 2.1: potassium carbonate / acetone / 0.25 h / 20 °C 2.2: 20 - 65 °C View Scheme |
guaiacylglycerol-β-guaiacyl ether
ethyl 2-(2-methoxyphenoxy)acetate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: sodium t-butanolate; oxygen / tert-butyl alcohol / 16 h / 30 °C / 760.05 Torr / Green chemistry 2.1: potassium carbonate / acetone / 0.5 h / Reflux 2.2: 12 h / Reflux View Scheme |
ethyl 2-(2-methoxyphenoxy)acetate
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 0 - 60 °C 2.1: sodium t-butanolate; oxygen / tert-butyl alcohol / 16 h / 30 °C / 760.05 Torr / Green chemistry 3.1: potassium carbonate / acetone / 0.5 h / Reflux 3.2: 12 h / Reflux View Scheme |
ethyl 2-(2-methoxyphenoxy)acetate
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: lithium aluminium tetrahydride / tetrahydrofuran / 3 h / 0 - 60 °C 2.1: sodium t-butanolate; oxygen / tert-butyl alcohol / 16 h / 30 °C / 760.05 Torr / Green chemistry 3.1: potassium carbonate / acetone / 0.5 h / Reflux 3.2: 12 h / Reflux View Scheme |
2-(2-methoxyphenoxy)-1-phenylpropane-1,3-diol
ethyl 2-(2-methoxyphenoxy)acetate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: sodium t-butanolate; oxygen / tert-butyl alcohol / 16 h / 30 °C / 760.05 Torr / Green chemistry 2.1: potassium carbonate / acetone / 0.5 h / Reflux 2.2: 12 h / Reflux View Scheme |
ethyl 2-(2-methoxyphenoxy)acetate
(2-methoxyphenoxy)acetic acid
Conditions | Yield |
---|---|
With potassium hydroxide In methanol; water at 20℃; Inert atmosphere; | 99% |
With sodium hydroxide; water In methanol | |
With potassium hydroxide In ethanol; water at 20℃; for 1.5h; | |
With water; sodium hydroxide In ethanol at 20℃; for 4h; |
ethyl 2-(2-methoxyphenoxy)acetate
benzaldehyde
Conditions | Yield |
---|---|
Stage #1: ethyl 2-(2-methoxyphenoxy)acetate With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 2.5h; Stage #2: benzaldehyde In tetrahydrofuran at -78℃; for 2.5h; | 85% |
With lithium diisopropyl amide In tetrahydrofuran; hexane at -78℃; for 1.5h; | 53.4% |
With n-butyllithium; diisopropylamine In tetrahydrofuran at -78℃; for 1h; Inert atmosphere; |
3-methoxy-4-(phenylmethoxy)benzaldehyde
ethyl 2-(2-methoxyphenoxy)acetate
Conditions | Yield |
---|---|
With lithium diisopropyl amide In tetrahydrofuran at -78℃; | 84% |
ethyl 2-(2-methoxyphenoxy)acetate
1-(3,4-dimethoxyphenyl)ethanone
ethyl-3-(3,4-dimethoxyphenyl)-3-hydroxy-2-(2-methoxyphenoxy)-3-methylpropanoate
Conditions | Yield |
---|---|
Stage #1: ethyl 2-(2-methoxyphenoxy)acetate With n-butyllithium; diisopropylamine In tetrahydrofuran; hexane at -78 - 0℃; for 0.583333h; Inert atmosphere; Stage #2: 1-(3,4-dimethoxyphenyl)ethanone In tetrahydrofuran; hexane at -78℃; for 0.25h; Inert atmosphere; | 83% |
ethyl 2-(2-methoxyphenoxy)acetate
3,4,5-trimethoxy-benzaldehyde
Conditions | Yield |
---|---|
Stage #1: ethyl 2-(2-methoxyphenoxy)acetate With n-butyllithium; diisopropylamine In tetrahydrofuran at -78℃; for 1h; Aldol Condensation; Stage #2: 3,4,5-trimethoxy-benzaldehyde In tetrahydrofuran at -78℃; for 3h; | 76% |
ethyl 2-(2-methoxyphenoxy)acetate
4-methoxy-benzaldehyde
Conditions | Yield |
---|---|
Stage #1: ethyl 2-(2-methoxyphenoxy)acetate With n-butyllithium; diisopropylamine In tetrahydrofuran at -78℃; for 1h; Aldol Condensation; Stage #2: 4-methoxy-benzaldehyde In tetrahydrofuran at -78℃; for 3h; | 70% |
ethyl 2-(2-methoxyphenoxy)acetate
ortho-anisoxyacetic acid hydrazide
Conditions | Yield |
---|---|
With hydrazine hydrate In ethanol for 12h; Heating; | 65% |
With hydrazine hydrate In ethanol for 3h; Heating; |
ethyl 2-(2-methoxyphenoxy)acetate
4-(benzyloxy)-3,5-dimethoxybenzaldehyde
1-<3,5-Dimethoxyphenyl-4-(phenylmethoxy)phenyl>-2-carbethoxy-2-(2-methoxyphenoxy)ethanol
Conditions | Yield |
---|---|
Stage #1: ethyl 2-(2-methoxyphenoxy)acetate With n-butyllithium; diisopropylamine In tetrahydrofuran; hexane at -78℃; for 1h; Stage #2: 4-(benzyloxy)-3,5-dimethoxybenzaldehyde In tetrahydrofuran; hexane at -78℃; for 3h; | 56% |
ethyl 2-(2-methoxyphenoxy)acetate
3,4-dimethoxy-benzaldehyde
ethyl 3-(3,4-dimethoxyphenyl)-3-hydroxy-2-(2-methoxyphenoxy)propanoate
Conditions | Yield |
---|---|
With lithium diisopropyl amide In tetrahydrofuran; hexane at -78℃; for 1.5h; | 52.9% |
Stage #1: ethyl 2-(2-methoxyphenoxy)acetate With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 1h; Inert atmosphere; Stage #2: 3,4-dimethoxy-benzaldehyde In tetrahydrofuran at 45℃; for 2h; Inert atmosphere; | 40% |
Stage #1: ethyl 2-(2-methoxyphenoxy)acetate With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 1.16667h; Inert atmosphere; Stage #2: 3,4-dimethoxy-benzaldehyde In tetrahydrofuran at -78℃; for 2h; Inert atmosphere; | 37% |
ethyl 2-(2-methoxyphenoxy)acetate
3,4-dimethoxy-benzaldehyde
Conditions | Yield |
---|---|
Stage #1: ethyl 2-(2-methoxyphenoxy)acetate With n-butyllithium; N-ethyl-N,N-diisopropylamine In tetrahydrofuran; hexane at -78℃; for 1.16667h; Inert atmosphere; Stage #2: 3,4-dimethoxy-benzaldehyde In tetrahydrofuran; hexane at -78℃; for 2h; Inert atmosphere; optical yield given as %de; | 52% |
Stage #1: ethyl 2-(2-methoxyphenoxy)acetate With n-butyllithium; diisopropylamine In tetrahydrofuran at -78℃; for 1h; Aldol Condensation; Stage #2: 3,4-dimethoxy-benzaldehyde In tetrahydrofuran at -78℃; for 3h; |
ethyl 2-(2-methoxyphenoxy)acetate
3,4,5-trimethoxy-benzaldehyde
Conditions | Yield |
---|---|
Stage #1: ethyl 2-(2-methoxyphenoxy)acetate With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 1.16667h; Inert atmosphere; Stage #2: 3,4,5-trimethoxy-benzaldehyde In tetrahydrofuran at -78℃; for 2h; Inert atmosphere; | 42% |
Stage #1: ethyl 2-(2-methoxyphenoxy)acetate With lithium diisopropyl amide In tetrahydrofuran Stage #2: 3,4,5-trimethoxy-benzaldehyde In tetrahydrofuran at -78 - 20℃; | |
With lithium diisopropyl amide |
ethyl 2-(2-methoxyphenoxy)acetate
4-(benzyloxy)-3,5-dimethoxybenzaldehyde
ethyl 3-(4-(benzyloxy)-3,5-dimethoxyphenyl)-3-hydroxy-2-(2-methoxyphenoxy)propanoate
Conditions | Yield |
---|---|
Stage #1: ethyl 2-(2-methoxyphenoxy)acetate With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 1.16667h; Inert atmosphere; Stage #2: 4-(benzyloxy)-3,5-dimethoxybenzaldehyde In tetrahydrofuran at -78℃; for 2h; Inert atmosphere; | 41% |
With lithium diisopropyl amide In tetrahydrofuran at -70℃; Addition; | |
With lithium diisopropyl amide In tetrahydrofuran at -78℃; |
ethyl 2-(2-methoxyphenoxy)acetate
ortho-anisaldehyde
Conditions | Yield |
---|---|
With lithium diisopropyl amide In tetrahydrofuran; hexane at -78℃; for 1.5h; | 38.4% |
ethyl 2-(2-methoxyphenoxy)acetate
3-methoxy-benzaldehyde
Conditions | Yield |
---|---|
With lithium diisopropyl amide In tetrahydrofuran; hexane at -78℃; for 1.5h; | 38.4% |
ethyl 2-(2-methoxyphenoxy)acetate
3,4-dimethoxy-benzaldehyde
Conditions | Yield |
---|---|
Stage #1: ethyl 2-(2-methoxyphenoxy)acetate With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 1.5h; Stage #2: 3,4-dimethoxy-benzaldehyde In tetrahydrofuran at -78℃; for 3h; Stage #3: With water In tetrahydrofuran | A 6% B 34% |
With lithium diisopropyl amide | A n/a B n/a |
Stage #1: ethyl 2-(2-methoxyphenoxy)acetate With sodium hexamethyldisilazane In tetrahydrofuran at -78℃; for 0.166667h; Stage #2: 3,4-dimethoxy-benzaldehyde In tetrahydrofuran at -78 - 20℃; for 2h; Overall yield = 42 %; Overall yield = 1.59 g; |
3-methoxy-4-(phenylmethoxy)benzaldehyde
ethyl 2-(2-methoxyphenoxy)acetate
Conditions | Yield |
---|---|
Stage #1: ethyl 2-(2-methoxyphenoxy)acetate With n-butyllithium; N-ethyl-N,N-diisopropylamine In tetrahydrofuran; hexane at -78℃; for 1.16667h; Inert atmosphere; Stage #2: 3-methoxy-4-(phenylmethoxy)benzaldehyde In tetrahydrofuran; hexane at -78℃; for 2h; Inert atmosphere; optical yield given as %de; diastereoselective reaction; | A 30% B n/a |
ethyl 2-(2-methoxyphenoxy)acetate
4-methoxy-benzaldehyde
Conditions | Yield |
---|---|
Stage #1: ethyl 2-(2-methoxyphenoxy)acetate With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 1.16667h; Inert atmosphere; Stage #2: 4-methoxy-benzaldehyde In tetrahydrofuran at -78℃; for 2h; Inert atmosphere; | 28% |
With lithium diisopropyl amide In tetrahydrofuran; hexane at -78℃; for 1.5h; |
ethyl 2-(2-methoxyphenoxy)acetate
4-benzoyloxy-3-methoxybenzaldehyde
Conditions | Yield |
---|---|
Stage #1: ethyl 2-(2-methoxyphenoxy)acetate With n-butyllithium; N-ethyl-N,N-diisopropylamine In tetrahydrofuran at -78℃; Stage #2: 4-benzoyloxy-3-methoxybenzaldehyde In tetrahydrofuran at -78℃; for 3h; | A 25% B 20% |
ethyl 2-(2-methoxyphenoxy)acetate
benzyl chloride
Ethyl β-hydroxy-3-methoxy-α-(2-methoxyphenoxy)-4-(phenylmethoxy)benzenepropanoate
Conditions | Yield |
---|---|
With tetrabutylammomium bromide; sodium chloride; sodium hydroxide In water; toluene at 90℃; for 2h; Reflux; | A 2% B 3% |
ethyl 2-(2-methoxyphenoxy)acetate
2-(2-methoxyphenoxy)acetamide
Conditions | Yield |
---|---|
With ammonia |
ethyl 2-(2-methoxyphenoxy)acetate
N,N-diethylethylenediamine
N,N-Diethyl-N'-<(2-methoxy-phenoxy)-acetyl>-ethylendiamin
3-methoxy-4-(phenylmethoxy)benzaldehyde
ethyl 2-(2-methoxyphenoxy)acetate
Ethyl β-hydroxy-3-methoxy-α-(2-methoxyphenoxy)-4-(phenylmethoxy)benzenepropanoate
Conditions | Yield |
---|---|
With lithium diisopropyl amide 1.) THF, -75 deg C, 2.) THF, -75 deg C; Yield given. Multistep reaction; | |
With lithium diisopropyl amide In tetrahydrofuran at -78℃; |
ethyl 2-(2-methoxyphenoxy)acetate
4-(benzyloxy)-3,5-dimethoxybenzaldehyde
1-<3,5-Dimethoxyphenyl-4-(phenylmethoxy)phenyl>-2-carbethoxy-2-(2-methoxyphenoxy)ethanol
1-<3,5-Dimethoxyphenyl-4-(phenylmethoxy)phenyl>-2-carbethoxy-2-(2-methoxyphenoxy)ethanol
Conditions | Yield |
---|---|
With lithium diisopropyl amide 1.) THF, -75 dg C, 2.) THF, -75 deg C; Yield given. Multistep reaction. Yields of byproduct given; | |
With lithium diisopropyl amide 1.) THF, -75 deg C, 2.) THF, -75 deg C; Yield given. Multistep reaction. Yields of byproduct given; |
ethyl 2-(2-methoxyphenoxy)acetate
3,4-dimethoxy-benzaldehyde
1-(3,4-Dimethoxyphenyl)-2-carbethoxy-2-(2-methoxyphenoxy)ethanol
Conditions | Yield |
---|---|
With lithium diisopropyl amide 1.) THF, -75 deg C, 2.) THF, -75 deg C, 90 min; Yield given. Multistep reaction; | |
Stage #1: ethyl 2-(2-methoxyphenoxy)acetate With lithium diisopropyl amide In tetrahydrofuran at -78 - 20℃; Stage #2: 3,4-dimethoxy-benzaldehyde In tetrahydrofuran |
ethyl 2-(2-methoxyphenoxy)acetate
(2-Methoxy-phenoxy)-acethydroxamsaeure
Conditions | Yield |
---|---|
With hydroxylamine; sodium methylate In methanol |
3-methoxy-4-(phenylmethoxy)benzaldehyde
ethyl 2-(2-methoxyphenoxy)acetate
Conditions | Yield |
---|---|
With lithium diisopropyl amide In tetrahydrofuran at -70℃; Addition; | |
With lithium diisopropyl amide In tetrahydrofuran at -78℃; |
The Acetic acid,2-(2-methoxyphenoxy)-, ethyl ester with CAS registry number of 13078-21-2 is also known as Ethyl (2-methoxyphenoxy)acetate. The IUPAC name is Ethyl 2-(2-methoxyphenoxy)acetate. Its EINECS registry number is 235-977-4. In addition, the formula is C11H14O4 and the molecular weight is 210.23.
Physical properties about Acetic acid,2-(2-methoxyphenoxy)-, ethyl ester are: (1)ACD/LogP: 1.76; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.76; (4)ACD/LogD (pH 7.4): 1.76; (5)ACD/BCF (pH 5.5): 12.86; (6)ACD/BCF (pH 7.4): 12.86; (7)ACD/KOC (pH 5.5): 216.55; (8)ACD/KOC (pH 7.4): 216.55; (9)#H bond acceptors: 4; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 6; (12)Polar Surface Area: 44.76Å2; (13)Index of Refraction: 1.492; (14)Molar Refractivity: 55.28 cm3; (15)Molar Volume: 190.4 cm3; (16)Polarizability: 21.91×10-24cm3; (17)Surface Tension: 35.4 dyne/cm; (18)Density: 1.103 g/cm3; (19)Flash Point: 118 °C; (20)Enthalpy of Vaporization: 51.74 kJ/mol; (21)Boiling Point: 278.7 °C at 760 mmHg; (22)Vapour Pressure: 0.00419 mmHg at 25 °C.
Uses of Acetic acid,2-(2-methoxyphenoxy)-, ethyl ester: it is used to produce (2-Methoxy-phenoxy)-acetic acid hydrazide. The reaction occurs with reagent Hydrazine hydrate and solvent Ethanol. Besides, the reaction needs other condition of heating for 12 hours. The yield is 65%.
You can still convert the following datas into molecular structure:
1. SMILES: O=C(OCC)COc1ccccc1OC
2. InChI: InChI=1/C11H14O4/c1-3-14-11(12)8-15-10-7-5-4-6-9(10)13-2/h4-7H,3,8H2,1-2H3
3. InChIKey: BZCGGCRVJFWCIW-UHFFFAOYAV
4. Std. InChI: InChI=1S/C11H14O4/c1-3-14-11(12)8-15-10-7-5-4-6-9(10)13-2/h4-7H,3,8H2,1-2H3
5. Std. InChIKey: BZCGGCRVJFWCIW-UHFFFAOYSA-N
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