Product Name

  • Name

    3-Ethoxy-4-ethoxycarbonyl phenylacetic acid

  • EINECS 427-630-2
  • CAS No. 99469-99-5
  • Article Data9
  • CAS DataBase
  • Density 1.191 g/cm3
  • Solubility
  • Melting Point 78-80 °C
  • Formula C13H16O5
  • Boiling Point 414.816 °C at 760 mmHg
  • Molecular Weight 252.267
  • Flash Point 155.936 °C
  • Transport Information
  • Appearance white to pale yellow solid
  • Safety 26-39
  • Risk Codes 41
  • Molecular Structure Molecular Structure of 99469-99-5 (3-Ethoxy-4-ethoxycarbonyl phenylacetic acid)
  • Hazard Symbols IrritantXi
  • Synonyms 3-Ethoxy-4-(ethoxycarbonyl)benzeneaceticacid;Ethyl 4-carboxymethyl-2-ethoxybenzoate;[3-Ethoxy-4-(ethoxycarbonyl)phenyl]aceticacid;3-Ethoxy-4-ethoxycarbonylphenyl acetic acid;
  • PSA 72.83000
  • LogP 1.88910

Synthetic route

ethyl 2-ethoxy-4-(2-ethoxy-2-oxoethyl)benzoate
332347-69-0

ethyl 2-ethoxy-4-(2-ethoxy-2-oxoethyl)benzoate

2-(3-ethoxy-4-(ethoxycarbonyl)phenyl) acetic acid
99469-99-5

2-(3-ethoxy-4-(ethoxycarbonyl)phenyl) acetic acid

Conditions
ConditionsYield
With hydrogenchloride In water pH=3; Large scale;90.5%
Stage #1: ethyl 2-ethoxy-4-ethoxycarbonylmethyl-benzoate With sodium hydroxide; water In methanol at 10 - 15℃; for 1 - 2h;
Stage #2: With hydrogenchloride In water at 0 - 5℃; pH=3 - 4;		77.8%
With sodium hydroxide In ethanol at 23 - 25℃; for 1.5h;59%
With water; sodium hydroxide In ethanol at 30℃; for 1h;
2-ethoxy-4-methylbenzoic acid
88709-18-6

2-ethoxy-4-methylbenzoic acid

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

2-(3-ethoxy-4-(ethoxycarbonyl)phenyl) acetic acid
99469-99-5

2-(3-ethoxy-4-(ethoxycarbonyl)phenyl) acetic acid

Conditions
ConditionsYield
With lithium diisopropyl amide In tetrahydrofuran at -80 - -70℃; for 4h; Temperature;86.2%
C16H22O5

C16H22O5

2-(3-ethoxy-4-(ethoxycarbonyl)phenyl) acetic acid
99469-99-5

2-(3-ethoxy-4-(ethoxycarbonyl)phenyl) acetic acid

Conditions
ConditionsYield
With hydrogenchloride In water pH=3;78.1%
C17H24O5

C17H24O5

2-(3-ethoxy-4-(ethoxycarbonyl)phenyl) acetic acid
99469-99-5

2-(3-ethoxy-4-(ethoxycarbonyl)phenyl) acetic acid

Conditions
ConditionsYield
With hydrogenchloride In water pH=3;77.7%
carbon dioxide
124-38-9

carbon dioxide

ethyl 2-ethoxy-4-methyl-benzoate
88709-17-5

ethyl 2-ethoxy-4-methyl-benzoate

2-(3-ethoxy-4-(ethoxycarbonyl)phenyl) acetic acid
99469-99-5

2-(3-ethoxy-4-(ethoxycarbonyl)phenyl) acetic acid

Conditions
ConditionsYield
Stage #1: With n-butyllithium; diisopropylamine In tetrahydrofuran; hexane at -30℃; for 0.5h;
Stage #2: ethyl 2-ethoxy-4-methyl-benzoate With N,N,N,N,N,N-hexamethylphosphoric triamide In tetrahydrofuran; hexane at -75℃; for 2h;
Stage #3: carbon dioxide In tetrahydrofuran; hexane at -75 - 10℃; for 0.5h;		72.7%
Stage #1: ethyl 2-ethoxy-4-methyl-benzoate With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; n-butyllithium; diisopropylamine In tetrahydrofuran; hexane at -75℃; Inert atmosphere; Industrial scale;
Stage #2: carbon dioxide In tetrahydrofuran; hexane at -75℃; Industrial scale;		67%
Stage #1: With n-butyllithium; diisopropylamine In tetrahydrofuran; hexane at -30℃; for 0.5h;
Stage #2: ethyl 2-ethoxy-4-methyl-benzoate With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone In tetrahydrofuran; hexane at -75℃; for 2h;
Stage #3: carbon dioxide In tetrahydrofuran; hexane at -75 - 20℃;		59.5%
Stage #1: ethyl 2-ethoxy-4-methyl-benzoate With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; diisopropylamine In tetrahydrofuran; hexane at -78℃; for 2h; Inert atmosphere;
Stage #2: carbon dioxide In tetrahydrofuran; hexane at -78 - 10℃;		23%
ethyl 2-ethoxy-5-(2-oxo-2-(quinolin-8-ylamino)ethyl)benzoate

ethyl 2-ethoxy-5-(2-oxo-2-(quinolin-8-ylamino)ethyl)benzoate

2-(3-ethoxy-4-(ethoxycarbonyl)phenyl) acetic acid
99469-99-5

2-(3-ethoxy-4-(ethoxycarbonyl)phenyl) acetic acid

Conditions
ConditionsYield
Stage #1: ethyl 2-ethoxy-5-(2-oxo-2-(quinolin-8-ylamino)ethyl)benzoate With ozone In dichloromethane at -78℃; Inert atmosphere;
Stage #2: With copper dichloride In 1,4-dioxane; water at 100℃; for 1h; Inert atmosphere; Microwave irradiation;		42%
ethyl 4-(2-amino-2-oxoethyl)-2-ethoxybenzoate

ethyl 4-(2-amino-2-oxoethyl)-2-ethoxybenzoate

A

2-ethoxy-[4-(carboxymethyl)]benzoic acid
220438-80-2

2-ethoxy-[4-(carboxymethyl)]benzoic acid

B

2-(3-ethoxy-4-(ethoxycarbonyl)phenyl) acetic acid
99469-99-5

2-(3-ethoxy-4-(ethoxycarbonyl)phenyl) acetic acid

Conditions
ConditionsYield
With hydrogenchloride; sodium nitrite at 35℃; for 2h;A n/a
B 39%
2-hydroxy-p-toluic acid
50-85-1

2-hydroxy-p-toluic acid

2-(3-ethoxy-4-(ethoxycarbonyl)phenyl) acetic acid
99469-99-5

2-(3-ethoxy-4-(ethoxycarbonyl)phenyl) acetic acid

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: K2CO3 / diethyl ether / 30 h / 150 °C
2: N-bromosuccinimide, 2,2'-azo-bis-(isobutyronitril) / CCl4
3: 97 percent / aq. N-benzyl-tri-n-butylammonium-chloride / CH2Cl2 / 43 h / 20 °C
4: HCl / Heating
5: 59 percent / NaOH / ethanol / 1.5 h / 23 - 25 °C
View Scheme
Multi-step reaction with 5 steps
1: K2CO3 / diethyl ether / 30 h / 150 °C
2: N-bromosuccinimide, 2,2'-azo-bis-(isobutyronitril) / CCl4
3: 97 percent / aq. N-benzyl-tri-n-butylammonium-chloride / CH2Cl2 / 43 h / 20 °C
4: aq. HCl / 1.5 h / 20 - 23 °C
5: 39 percent / aq. NaNO2, aq. HCl / 2 h / 35 °C
View Scheme
Multi-step reaction with 2 steps
1.1: potassium carbonate / dimethyl sulfoxide / 10.5 h / 40 °C
2.1: diisopropylamine; n-butyllithium; N,N,N,N,N,N-hexamethylphosphoric triamide / tetrahydrofuran; hexane / 2 h / -78 °C / Inert atmosphere
2.2: -78 - 10 °C
View Scheme
Multi-step reaction with 2 steps
1.1: potassium carbonate / dimethyl sulfoxide / 11 h / 40 °C
2.1: diisopropylamine; n-butyllithium; N,N,N,N,N,N-hexamethylphosphoric triamide / tetrahydrofuran; hexane / 2 h / -78 °C / Inert atmosphere
2.2: -78 - 10 °C
View Scheme
ethyl 2-ethoxy-4-methyl-benzoate
88709-17-5

ethyl 2-ethoxy-4-methyl-benzoate

2-(3-ethoxy-4-(ethoxycarbonyl)phenyl) acetic acid
99469-99-5

2-(3-ethoxy-4-(ethoxycarbonyl)phenyl) acetic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: N-bromosuccinimide, 2,2'-azo-bis-(isobutyronitril) / CCl4
2: 97 percent / aq. N-benzyl-tri-n-butylammonium-chloride / CH2Cl2 / 43 h / 20 °C
3: HCl / Heating
4: 59 percent / NaOH / ethanol / 1.5 h / 23 - 25 °C
View Scheme
Multi-step reaction with 4 steps
1: N-bromosuccinimide, 2,2'-azo-bis-(isobutyronitril) / CCl4
2: 97 percent / aq. N-benzyl-tri-n-butylammonium-chloride / CH2Cl2 / 43 h / 20 °C
3: aq. HCl / 1.5 h / 20 - 23 °C
4: 39 percent / aq. NaNO2, aq. HCl / 2 h / 35 °C
View Scheme
Multi-step reaction with 2 steps
1: dihydrogen peroxide; copper dichloride; bis(diphenylphosphino)ethylamine / tetrahydrofuran / 10 h / 15001.5 Torr / Reflux
2: hydrogenchloride / water / pH 3
View Scheme
Multi-step reaction with 2 steps
1: tert.-butylhydroperoxide; palladium dichloride; depe / tetrahydrofuran / 20 h / 15001.5 Torr / Reflux
2: hydrogenchloride / water / pH 3 / Large scale
View Scheme
ethyl 4-bromomethyl-2-ethoxy-benzoate
110017-07-7

ethyl 4-bromomethyl-2-ethoxy-benzoate

2-(3-ethoxy-4-(ethoxycarbonyl)phenyl) acetic acid
99469-99-5

2-(3-ethoxy-4-(ethoxycarbonyl)phenyl) acetic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 97 percent / aq. N-benzyl-tri-n-butylammonium-chloride / CH2Cl2 / 43 h / 20 °C
2: HCl / Heating
3: 59 percent / NaOH / ethanol / 1.5 h / 23 - 25 °C
View Scheme
Multi-step reaction with 3 steps
1: 97 percent / aq. N-benzyl-tri-n-butylammonium-chloride / CH2Cl2 / 43 h / 20 °C
2: aq. HCl / 1.5 h / 20 - 23 °C
3: 39 percent / aq. NaNO2, aq. HCl / 2 h / 35 °C
View Scheme
ethyl 4-cyanomethyl-2-ethoxy-benzoate
99470-01-6

ethyl 4-cyanomethyl-2-ethoxy-benzoate

2-(3-ethoxy-4-(ethoxycarbonyl)phenyl) acetic acid
99469-99-5

2-(3-ethoxy-4-(ethoxycarbonyl)phenyl) acetic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: HCl / Heating
2: 59 percent / NaOH / ethanol / 1.5 h / 23 - 25 °C
View Scheme
Multi-step reaction with 2 steps
1: aq. HCl / 1.5 h / 20 - 23 °C
2: 39 percent / aq. NaNO2, aq. HCl / 2 h / 35 °C
View Scheme
ethyl 3-hydroxyphenylacetate
22446-38-4

ethyl 3-hydroxyphenylacetate

2-(3-ethoxy-4-(ethoxycarbonyl)phenyl) acetic acid
99469-99-5

2-(3-ethoxy-4-(ethoxycarbonyl)phenyl) acetic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: acetic acid / 0.42 h / Reflux
1.2: 0.5 h / 0 °C
1.3: 5 h / 0 - 20 °C
2.1: potassium carbonate / acetonitrile / 0.5 h / 20 °C
2.2: 5 h / Reflux
3.1: sodium hydroxide; water / ethanol / 1 h / 30 °C
View Scheme
3-hydroxyphenylacetic acid
621-37-4

3-hydroxyphenylacetic acid

2-(3-ethoxy-4-(ethoxycarbonyl)phenyl) acetic acid
99469-99-5

2-(3-ethoxy-4-(ethoxycarbonyl)phenyl) acetic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: sulfuric acid / 2 h / Reflux
2.1: acetic acid / 0.42 h / Reflux
2.2: 0.5 h / 0 °C
2.3: 5 h / 0 - 20 °C
3.1: potassium carbonate / acetonitrile / 0.5 h / 20 °C
3.2: 5 h / Reflux
4.1: sodium hydroxide; water / ethanol / 1 h / 30 °C
View Scheme
C13H16O5

C13H16O5

2-(3-ethoxy-4-(ethoxycarbonyl)phenyl) acetic acid
99469-99-5

2-(3-ethoxy-4-(ethoxycarbonyl)phenyl) acetic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: oxalyl dichloride; thionyl chloride / dichloromethane; N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere; Schlenk technique
2.1: ozone / dichloromethane / -78 °C / Inert atmosphere
2.2: 1 h / 100 °C / Inert atmosphere; Microwave irradiation
View Scheme
2-(3-ethoxy-4-(ethoxycarbonyl)phenyl) acetic acid
99469-99-5

2-(3-ethoxy-4-(ethoxycarbonyl)phenyl) acetic acid

(1S)-3-methyl-1-(2-piperidin-1-ylphenyl)butan-1-amine
147769-93-5

(1S)-3-methyl-1-(2-piperidin-1-ylphenyl)butan-1-amine

(S)-(+)-ethyl 2-ethoxy-4-<2-<<3-methyl-1-<2-(1-piperidinyl)phenyl>butyl>amino>-2-oxoethyl>-benzoate
147770-06-7

(S)-(+)-ethyl 2-ethoxy-4-<2-<<3-methyl-1-<2-(1-piperidinyl)phenyl>butyl>amino>-2-oxoethyl>-benzoate

Conditions
ConditionsYield
Stage #1: 2-(3-ethoxy-4-(ethoxycarbonyl)phenyl) acetic acid With 1,1'-carbonyldiimidazole In dichloromethane
Stage #2: (1S)-3-methyl-1-(2-piperidin-1-ylphenyl)butan-1-amine In dichloromethane Product distribution / selectivity;		93%
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine In ethyl acetate at 0 - 20℃; for 18.5h;89.5%
With phenylboronic acid In toluene for 16 - 18h; Product distribution / selectivity; Heating / reflux;89.6%
3-oxa-8-azabicyclo[3.2.1]octane hydrochloride

3-oxa-8-azabicyclo[3.2.1]octane hydrochloride

2-(3-ethoxy-4-(ethoxycarbonyl)phenyl) acetic acid
99469-99-5

2-(3-ethoxy-4-(ethoxycarbonyl)phenyl) acetic acid

ethyl 4-(2-(3-oxa-8-azabicyclo[3.2.1]octan-8-yl)-2-oxoethyl)-2-ethoxybenzoate

ethyl 4-(2-(3-oxa-8-azabicyclo[3.2.1]octan-8-yl)-2-oxoethyl)-2-ethoxybenzoate

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃;93%
Cyclohexyl isocyanide
931-53-3

Cyclohexyl isocyanide

C10H7NO2

C10H7NO2

1,4-phenylenediamine
106-50-3

1,4-phenylenediamine

2-(3-ethoxy-4-(ethoxycarbonyl)phenyl) acetic acid
99469-99-5

2-(3-ethoxy-4-(ethoxycarbonyl)phenyl) acetic acid

C66H72N6O12

C66H72N6O12

Conditions
ConditionsYield
In methanol at 20℃; for 4.5h; Ugi Condensation;90%
...Expand
(S)-2-phenyl-1-[2-(piperidin-1-yl)phenyl]ethylamine

(S)-2-phenyl-1-[2-(piperidin-1-yl)phenyl]ethylamine

2-(3-ethoxy-4-(ethoxycarbonyl)phenyl) acetic acid
99469-99-5

2-(3-ethoxy-4-(ethoxycarbonyl)phenyl) acetic acid

(S)-2-ethoxy-4-[2-({2-phenyl-1-[2-(piperidin-1-yl)phenyl]ethyl}amino)-2-oxoethyl]benzoic acid ethyl ester

(S)-2-ethoxy-4-[2-({2-phenyl-1-[2-(piperidin-1-yl)phenyl]ethyl}amino)-2-oxoethyl]benzoic acid ethyl ester

Conditions
ConditionsYield
Stage #1: 2-(3-ethoxy-4-(ethoxycarbonyl)phenyl) acetic acid With oxalyl dichloride In toluene for 3h;
Stage #2: (S)-2-phenyl-1-[2-(piperidin-1-yl)phenyl]ethylamine With triethylamine In water; toluene for 2h;		87.2%
2-(3-ethoxy-4-(ethoxycarbonyl)phenyl) acetic acid
99469-99-5

2-(3-ethoxy-4-(ethoxycarbonyl)phenyl) acetic acid

phenyl[2-(piperidin-1-yl)phenyl]methanamine
99469-98-4

phenyl[2-(piperidin-1-yl)phenyl]methanamine

ethyl 2-ethoxy-4-[N-(α-phenyl-2-piperidino-benzyl)aminocarbonylmethyl]-benzoate
99469-91-7

ethyl 2-ethoxy-4-[N-(α-phenyl-2-piperidino-benzyl)aminocarbonylmethyl]-benzoate

Conditions
ConditionsYield
87%
87%
With tetrachloromethane; triethylamine; triphenylphosphine In acetonitrile for 15h; Ambient temperature;77%
77%
77%
Cyclohexyl isocyanide
931-53-3

Cyclohexyl isocyanide

4-methyl-benzaldehyde
104-87-0

4-methyl-benzaldehyde

1,4-phenylenediamine
106-50-3

1,4-phenylenediamine

2-(3-ethoxy-4-(ethoxycarbonyl)phenyl) acetic acid
99469-99-5

2-(3-ethoxy-4-(ethoxycarbonyl)phenyl) acetic acid

C62H74N4O10

C62H74N4O10

Conditions
ConditionsYield
In methanol at 20℃; for 5h; Ugi Condensation;87%
...Expand
Cyclohexyl isocyanide
931-53-3

Cyclohexyl isocyanide

terephthalaldehyde,
623-27-8

terephthalaldehyde,

p-toluidine
106-49-0

p-toluidine

2-(3-ethoxy-4-(ethoxycarbonyl)phenyl) acetic acid
99469-99-5

2-(3-ethoxy-4-(ethoxycarbonyl)phenyl) acetic acid

C62H74N4O10

C62H74N4O10

Conditions
ConditionsYield
In methanol at 20℃; for 5.5h; Ugi Condensation;86%
...Expand
2-(3-ethoxy-4-(ethoxycarbonyl)phenyl) acetic acid
99469-99-5

2-(3-ethoxy-4-(ethoxycarbonyl)phenyl) acetic acid

(S)-1-(2-piperidino-phenyl)-3-methyl-1-butylamine
108157-52-4

(S)-1-(2-piperidino-phenyl)-3-methyl-1-butylamine

ethyl 2-ethoxy-4-<2-<<3-methyl-1-<2-(1-piperidinyl)phenyl>butyl>amino>-2-oxoethyl>-benzoate
108175-51-5

ethyl 2-ethoxy-4-<2-<<3-methyl-1-<2-(1-piperidinyl)phenyl>butyl>amino>-2-oxoethyl>-benzoate

Conditions
ConditionsYield
With tetrachloromethane; triethylamine; triphenylphosphine In acetonitrile for 15h; Ambient temperature;85%
With triethylamine; triphenylphosphine In tetrachloromethane; water; ethyl acetate; acetonitrile
1-(6-chloro-2-piperidino-phenyl)-1-butylamine

1-(6-chloro-2-piperidino-phenyl)-1-butylamine

2-(3-ethoxy-4-(ethoxycarbonyl)phenyl) acetic acid
99469-99-5

2-(3-ethoxy-4-(ethoxycarbonyl)phenyl) acetic acid

ethyl 2-ethoxy-4-[N-{1-(6-chloro-2-piperidino-phenyl)-1-butyl}-aminocarbonylmethyl]-benzoate

ethyl 2-ethoxy-4-[N-{1-(6-chloro-2-piperidino-phenyl)-1-butyl}-aminocarbonylmethyl]-benzoate

Conditions
ConditionsYield
85%
85%
Cyclohexyl isocyanide
931-53-3

Cyclohexyl isocyanide

terephthalaldehyde,
623-27-8

terephthalaldehyde,

aniline
62-53-3

aniline

2-(3-ethoxy-4-(ethoxycarbonyl)phenyl) acetic acid
99469-99-5

2-(3-ethoxy-4-(ethoxycarbonyl)phenyl) acetic acid

diethyl-4,4'-(2,2'-(1,1'-(1,4-phenylene)bis(2-(cyclohexylamino)-2-oxoethane-1,1-diyl))bis (phenylazanediyl)bis(2-oxoethane-2,1-diyl))bis(2-ethoxybenzoate)

diethyl-4,4'-(2,2'-(1,1'-(1,4-phenylene)bis(2-(cyclohexylamino)-2-oxoethane-1,1-diyl))bis (phenylazanediyl)bis(2-oxoethane-2,1-diyl))bis(2-ethoxybenzoate)

Conditions
ConditionsYield
In methanol at 20℃; for 6h; Ugi Condensation;85%
...Expand
pyrrolidine
123-75-1

pyrrolidine

2-(3-ethoxy-4-(ethoxycarbonyl)phenyl) acetic acid
99469-99-5

2-(3-ethoxy-4-(ethoxycarbonyl)phenyl) acetic acid

ethyl 2-ethoxy-4-(2-oxo-2-(pyrrolidin-1-yl)ethyl)benzoate

ethyl 2-ethoxy-4-(2-oxo-2-(pyrrolidin-1-yl)ethyl)benzoate

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃;83%
Cyclohexyl isocyanide
931-53-3

Cyclohexyl isocyanide

benzaldehyde
100-52-7

benzaldehyde

1,4-phenylenediamine
106-50-3

1,4-phenylenediamine

2-(3-ethoxy-4-(ethoxycarbonyl)phenyl) acetic acid
99469-99-5

2-(3-ethoxy-4-(ethoxycarbonyl)phenyl) acetic acid

diethyl-4,4'-(2,2'-(1,4-phenylenebis((2-(cyclohexylamino)-2-oxo-1-sphenylethyl)azanediyl)) bis(2-oxoethane-2,1-diyl))bis(2-ethoxybenzoate)

diethyl-4,4'-(2,2'-(1,4-phenylenebis((2-(cyclohexylamino)-2-oxo-1-sphenylethyl)azanediyl)) bis(2-oxoethane-2,1-diyl))bis(2-ethoxybenzoate)

Conditions
ConditionsYield
In methanol at 20℃; for 5.15h; Ugi Condensation;83%
...Expand
Cyclohexyl isocyanide
931-53-3

Cyclohexyl isocyanide

terephthalaldehyde,
623-27-8

terephthalaldehyde,

4-chloro-aniline
106-47-8

4-chloro-aniline

2-(3-ethoxy-4-(ethoxycarbonyl)phenyl) acetic acid
99469-99-5

2-(3-ethoxy-4-(ethoxycarbonyl)phenyl) acetic acid

C60H68Cl2N4O10

C60H68Cl2N4O10

Conditions
ConditionsYield
In methanol at 20℃; for 5h; Ugi Condensation;82%
...Expand
Cyclohexyl isocyanide
931-53-3

Cyclohexyl isocyanide

m-tolyl aldehyde
620-23-5

m-tolyl aldehyde

1,4-phenylenediamine
106-50-3

1,4-phenylenediamine

2-(3-ethoxy-4-(ethoxycarbonyl)phenyl) acetic acid
99469-99-5

2-(3-ethoxy-4-(ethoxycarbonyl)phenyl) acetic acid

C62H74N4O10

C62H74N4O10

Conditions
ConditionsYield
In methanol at 20℃; for 6h; Ugi Condensation;82%
...Expand
2-(3-ethoxy-4-(ethoxycarbonyl)phenyl) acetic acid
99469-99-5

2-(3-ethoxy-4-(ethoxycarbonyl)phenyl) acetic acid

1-(2-piperidino-phenyl)-butylamine
99469-97-3

1-(2-piperidino-phenyl)-butylamine

ethyl 2-ethoxy-4-<2-<<1-<2-(1-piperidinyl)phenyl>butyl>amino>-2-oxoethyl>-benzoate
99469-89-3

ethyl 2-ethoxy-4-<2-<<1-<2-(1-piperidinyl)phenyl>butyl>amino>-2-oxoethyl>-benzoate

Conditions
ConditionsYield
With tetrachloromethane; triethylamine; triphenylphosphine In acetonitrile for 15h; Ambient temperature;81%
With triethylamine; triphenylphosphine In tetrachloromethane; water; ethyl acetate; acetonitrile
With 1,1'-carbonyldiimidazole In tetrahydrofuran
With 1,1'-carbonyldiimidazole In tetrahydrofuran
Cyclohexyl isocyanide
931-53-3

Cyclohexyl isocyanide

4-chlorobenzaldehyde
104-88-1

4-chlorobenzaldehyde

1,4-phenylenediamine
106-50-3

1,4-phenylenediamine

2-(3-ethoxy-4-(ethoxycarbonyl)phenyl) acetic acid
99469-99-5

2-(3-ethoxy-4-(ethoxycarbonyl)phenyl) acetic acid

C60H68Cl2N4O10

C60H68Cl2N4O10

Conditions
ConditionsYield
In methanol at 20℃; for 5.5h; Ugi Condensation;81%
...Expand
2-(3-ethoxy-4-(ethoxycarbonyl)phenyl) acetic acid
99469-99-5

2-(3-ethoxy-4-(ethoxycarbonyl)phenyl) acetic acid

1-(5-chloro-2-piperidino-phenyl)-propylamine

1-(5-chloro-2-piperidino-phenyl)-propylamine

ethyl 2-ethoxy-4-<2-<<1-<5-chloro-2-(1-piperidinyl)phenyl>propyl>amino>-2-oxoethyl>-benzoate
219922-19-7

ethyl 2-ethoxy-4-<2-<<1-<5-chloro-2-(1-piperidinyl)phenyl>propyl>amino>-2-oxoethyl>-benzoate

Conditions
ConditionsYield
80%
80%
With tetrachloromethane; triethylamine; triphenylphosphine In acetonitrile for 15h; Ambient temperature;51%
2-(3-ethoxy-4-(ethoxycarbonyl)phenyl) acetic acid
99469-99-5

2-(3-ethoxy-4-(ethoxycarbonyl)phenyl) acetic acid

2-(5-chloro-2-piperidino-phenyl)-2-propylamine

2-(5-chloro-2-piperidino-phenyl)-2-propylamine

ethyl 2-ethoxy-4-<2-<<1-<5-chloro-2-(1-piperidinyl)phenyl>propyl>amino>-2-oxoethyl>-benzoate

ethyl 2-ethoxy-4-<2-<<1-<5-chloro-2-(1-piperidinyl)phenyl>propyl>amino>-2-oxoethyl>-benzoate

Conditions
ConditionsYield
With tetrachloromethane; triethylamine; triphenylphosphine In acetonitrile for 15h; Ambient temperature;80%
2-(3-ethoxy-4-(ethoxycarbonyl)phenyl) acetic acid
99469-99-5

2-(3-ethoxy-4-(ethoxycarbonyl)phenyl) acetic acid

1-(2-piperidino-phenyl)-heptylamine
219921-62-7

1-(2-piperidino-phenyl)-heptylamine

ethyl 2-ethoxy-4-<2-<<1-<2-(1-piperidinyl)phenyl>heptyl>amino>-2-oxoethyl>-benzoate
219922-26-6

ethyl 2-ethoxy-4-<2-<<1-<2-(1-piperidinyl)phenyl>heptyl>amino>-2-oxoethyl>-benzoate

Conditions
ConditionsYield
With tetrachloromethane; triethylamine; triphenylphosphine In acetonitrile for 15h; Ambient temperature;80%
79%
79%
Cyclohexyl isocyanide
931-53-3

Cyclohexyl isocyanide

terephthalaldehyde,
623-27-8

terephthalaldehyde,

1-amino-3-methylbenzene
108-44-1

1-amino-3-methylbenzene

2-(3-ethoxy-4-(ethoxycarbonyl)phenyl) acetic acid
99469-99-5

2-(3-ethoxy-4-(ethoxycarbonyl)phenyl) acetic acid

C62H74N4O10

C62H74N4O10

Conditions
ConditionsYield
In methanol at 20℃; for 6h; Ugi Condensation;78%
...Expand
2-(3-ethoxy-4-(ethoxycarbonyl)phenyl) acetic acid
99469-99-5

2-(3-ethoxy-4-(ethoxycarbonyl)phenyl) acetic acid

C12H15(2)HO3

C12H15(2)HO3

Conditions
ConditionsYield
With 2,4,6-trimethyl-pyridine; 2,4,6-Triisopropylthiophenol; water-d2; 9-(2-mesityl)-10-methylacridinium perchlorate In dichloromethane at 20℃; Irradiation;78%
2-(3-ethoxy-4-(ethoxycarbonyl)phenyl) acetic acid
99469-99-5

2-(3-ethoxy-4-(ethoxycarbonyl)phenyl) acetic acid

(±)-2-phenyl-1-[2-(piperidin-1-yl)phenyl]ethylamine
107362-46-9

(±)-2-phenyl-1-[2-(piperidin-1-yl)phenyl]ethylamine

ethyl 2-ethoxy-4-<2-<<2-phenyl-1-<2-(1-piperidinyl)phenyl>ethyl>amino>-2-oxoethyl>-benzoate
107362-11-8

ethyl 2-ethoxy-4-<2-<<2-phenyl-1-<2-(1-piperidinyl)phenyl>ethyl>amino>-2-oxoethyl>-benzoate

Conditions
ConditionsYield
With tetrachloromethane; triethylamine; triphenylphosphine In acetonitrile for 15h; Ambient temperature;72%
1-(2-piperidino-phenyl)-ethylamine
89606-11-1, 767583-77-7, 779992-28-8

1-(2-piperidino-phenyl)-ethylamine

2-(3-ethoxy-4-(ethoxycarbonyl)phenyl) acetic acid
99469-99-5

2-(3-ethoxy-4-(ethoxycarbonyl)phenyl) acetic acid

ethyl 2-ethoxy-4-<2-<<1-<2-(1-piperidinyl)phenyl>ethyl>amino>-2-oxoethyl>-benzoate
219922-18-6

ethyl 2-ethoxy-4-<2-<<1-<2-(1-piperidinyl)phenyl>ethyl>amino>-2-oxoethyl>-benzoate

Conditions
ConditionsYield
With tetrachloromethane; triethylamine; triphenylphosphine In acetonitrile for 15h; Ambient temperature;70%
2-(3-ethoxy-4-(ethoxycarbonyl)phenyl) acetic acid
99469-99-5

2-(3-ethoxy-4-(ethoxycarbonyl)phenyl) acetic acid

3-methyl-1-(2-piperidino-phenyl)-3-butenylamine glutarate

3-methyl-1-(2-piperidino-phenyl)-3-butenylamine glutarate

ethyl 2-ethoxy-4-<2-<<3-methyl-1-<2-(1-piperidinyl)phenyl>3-buten-1-yl>amino>-2-oxoethyl>-benzoate
219922-24-4

ethyl 2-ethoxy-4-<2-<<3-methyl-1-<2-(1-piperidinyl)phenyl>3-buten-1-yl>amino>-2-oxoethyl>-benzoate

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In toluene for 2h; Ambient temperature;70%
Cyclohexyl isocyanide
931-53-3

Cyclohexyl isocyanide

4-fluorobenzaldehyde
459-57-4

4-fluorobenzaldehyde

1,4-phenylenediamine
106-50-3

1,4-phenylenediamine

2-(3-ethoxy-4-(ethoxycarbonyl)phenyl) acetic acid
99469-99-5

2-(3-ethoxy-4-(ethoxycarbonyl)phenyl) acetic acid

C60H68F2N4O10

C60H68F2N4O10

Conditions
ConditionsYield
In methanol at 20℃; for 6h; Ugi Condensation;70%
...Expand

3-Ethoxy-4-ethoxycarbonyl phenylacetic acid Chemical Properties

Product Name: 4-Ethoxycarbonyl-3-ethoxyphenyla-cetic acid (CAS NO.99469-99-5)

IUPAC Name: 3-Ethoxy-4-ethoxycarbonyl phenylacetic acid
Molecular Formula: C13H16O5
Molecular Weight: 252.26
Appearance: white to pale yellow solid
Density: 1.191
Melting Point: 78-80 °C
Boiling Point: 414.8 °C at760mmHg
Flash Point: 155.9 °C
Surface Tension:  44.42 dyne/cm 
Enthalpy of Vaporization:  70.41 kJ/mol 
Index of Refraction: 1.527 
Molar Refractivity: 65.084 cm3 
Molar Volume: 211.785 cm3
Categories: Pharmaceutical material and intermeidates; Aromatic Phenylacetic Acids and Derivatives; Aromatics

3-Ethoxy-4-ethoxycarbonyl phenylacetic acid Uses

 4-Ethoxycarbonyl-3-ethoxyphenyla-cetic acid (CAS NO.99469-99-5) is used as an intermediate for the synthesis of Repaglinide.

3-Ethoxy-4-ethoxycarbonyl phenylacetic acid Safety Profile

Safety Information of 4-Ethoxycarbonyl-3-ethoxyphenyla-cetic acid (CAS NO.99469-99-5):
Hazard Codes:Xi

3-Ethoxy-4-ethoxycarbonyl phenylacetic acid Specification

 4-Ethoxycarbonyl-3-ethoxyphenyla-cetic acid , its CAS NO. is 99469-99-5, the synonyms are 3-Ethoxy-4-(ethoxycarbonyl)benzeneacetic acid ; 2-[(4-Ethoxycarbonyl)-3-ethoxyphenyl] acetic acid .

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