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CAS No.: | 41873-61-4 |
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Name: | ETHYL 2-(2-FORMYLPHENOXY)ACETATE |
Article Data: | 33 |
Molecular Structure: | |
Formula: | C11H12 O4 |
Molecular Weight: | 208.214 |
Synonyms: | Aceticacid, (2-formylphenoxy)-, ethyl ester (9CI);2-(Ethoxycarbonylmethoxy)benzaldehyde; Ethyl (2-formylphenoxy)acetate; NSC403938 |
Density: | 1.169g/cm3 |
Melting Point: | 45-47°C |
Boiling Point: | 322°Cat760mmHg |
Flash Point: | 141.5°C |
PSA: | 52.60000 |
LogP: | 1.44100 |
Conditions | Yield |
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With potassium carbonate In acetone for 20h; Heating; | 98% |
With potassium carbonate In acetone Heating; | 88% |
Stage #1: salicylaldehyde With potassium carbonate In acetone at 20℃; for 0.0833333h; Inert atmosphere; Stage #2: ethyl bromoacetate In acetone for 4h; Reflux; Inert atmosphere; | 86% |
Conditions | Yield |
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With aluminum potassium sulfate dodecahydrate In neat (no solvent) at 80℃; for 12h; Time; Temperature; Green chemistry; | 92% |
With sulfuric acid for 20h; Heating; | 66% |
With potash alum In water at 80℃; for 12h; | 25 g |
Conditions | Yield |
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Stage #1: salicylaldehyde With potassium carbonate; sodium iodide In acetonitrile for 0.5h; Reflux; Inert atmosphere; Stage #2: chloroacetic acid ethyl ester In acetonitrile for 6h; Reflux; Inert atmosphere; | 75% |
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide for 1h; Heating; | 27% |
Conditions | Yield |
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With potassium carbonate In acetone at 20℃; for 5h; | 72% |
2-methyl-benzyl alcohol
chloroacetic acid ethyl ester
ethyl (2-formylphenoxy)acetate
Conditions | Yield |
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With potassium carbonate In N,N-dimethyl-formamide at 92 - 96℃; for 2h; Substitution; | 60% |
With tetrabutylammomium bromide; potassium carbonate at 70℃; for 0.0833333h; microwave irradiation; |
ethyl 2-<2-<(ethoxycarbonyl)methoxy>phenoxy>acetate
A
ethyl (2-formylphenoxy)acetate
Conditions | Yield |
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With di-tert-butyl peroxide In various solvent(s) at 150℃; for 14h; | A 56 % Turnov. B 6 % Turnov. |
With di-tert-butyl peroxide In various solvent(s) at 150℃; for 14h; Product distribution; Mechanism; influence of the reaction-temp. (other temp.: 60 deg C) -> other products; | A 56 % Turnov. B 6 % Turnov. |
Conditions | Yield |
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Stage #1: 2-methyl-benzyl alcohol With potassium hydroxide In methanol at 50℃; for 0.5h; Stage #2: ethyl bromoacetate In methanol; N,N-dimethyl-formamide at 0 - 25℃; |
2-Formylphenoxyacetic acid
ethyl (2-formylphenoxy)acetate
Conditions | Yield |
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In ethanol; toluene | 9.1 g (95%) |
salicylaldehyde
ethyl (2-formylphenoxy)acetate
Conditions | Yield |
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Multi-step reaction with 2 steps 1: sodium hydroxide / water / 3 h / Reflux 2: aluminum potassium sulfate dodecahydrate / 12 h / Reflux; Green chemistry View Scheme | |
Multi-step reaction with 2 steps 1: sodium hydroxide / water / 3 h / 0 - 5 °C / Reflux 2: potash alum / water / 12 h / 80 °C View Scheme |
indole
ethanol
2-Formylphenoxyacetic acid
A
ethyl (2-formylphenoxy)acetate
B
2-{2-[bis(1H-indol-3-yl)methyl]phenoxy}acetic acid
C
ethyl 2-[2-{bis(1H-indol-3-yl)methyl}phenoxy]acetate
Conditions | Yield |
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With aluminum potassium sulfate dodecahydrate for 12h; Reflux; Green chemistry; |