Product Name

  • Name

    Ethyl 4-methoxycinnamate

  • EINECS
  • CAS No. 24393-56-4
  • Article Data403
  • CAS DataBase
  • Density 1.08 g/cm3
  • Solubility
  • Melting Point 49oC
  • Formula C12H14O3
  • Boiling Point 325.1 °C at 760 mmHg
  • Molecular Weight 206.241
  • Flash Point 133.8 °C
  • Transport Information
  • Appearance
  • Safety 26-36/37/39
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 24393-56-4 (Ethyl 4-methoxycinnamate)
  • Hazard Symbols 36/37/38:;
  • Synonyms 2-Propenoicacid, 3-(4-methoxyphenyl)-, ethyl ester, (E)-;(2E)-3-(4-Methoxyphenyl)-2-propenoic acid ethyl ester;(E)-Ethyl3-(4-methoxyphenyl)acrylate;(E)-Ethyl 4-methoxycinnamate;Ethyl(E)-3-(4-methoxyphenyl)-2-propenoate;Ethyl(E)-3-(p-methoxyphenyl)-2-propenoate;Ethyl (E)-4-methoxycinnamate;Ethyl(E)-p-methoxycinnamate;Ethyl trans-4-methoxycinnamate;Ethyltrans-p-methoxycinnamate;Solaboost SPF;trans-p-Methoxycinnamic acid ethylester;
  • PSA 35.53000
  • LogP 2.27150

Synthetic route

4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

ethyl (triphenylphosphoranylidene)acetate
1099-45-2

ethyl (triphenylphosphoranylidene)acetate

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate
24393-56-4

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate

Conditions
ConditionsYield
In dichloromethane at 22℃; for 16h; Wittig reaction;100%
In dichloromethane at 20 - 25℃; Inert atmosphere;96%
In dichloromethane at 20℃; for 16h; Inert atmosphere;77%
ethyl potassium malonate
6148-64-7

ethyl potassium malonate

4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate
24393-56-4

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate

Conditions
ConditionsYield
With acetic acid; piperidine; dmap In N,N-dimethyl-formamide at 10 - 20℃; for 24h; Product distribution / selectivity;100%
With piperidine; dmap; acetic acid In N,N-dimethyl-formamide at 20℃; for 72h;98%
With piperidine; dmap; acetic acid In N,N-dimethyl-formamide at 10 - 25℃; Knoevenagel reaction;97%
With hydrogenchloride; piperidine; dmap In diethyl ether; N,N-dimethyl-formamide at 10 - 20℃; for 24h; Product distribution / selectivity;96%
1-ethoxy-1-(trimethylsiloxy)-2-(trimethylsilyl)ethene
65946-56-7

1-ethoxy-1-(trimethylsiloxy)-2-(trimethylsilyl)ethene

4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate
24393-56-4

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate

Conditions
ConditionsYield
With tetrabutylammonium acetate In dichloromethane at 0℃; for 1h;100%
With 1,3-bis-(2,6-diisopropylphenyl)-imidazol-2-ylidene In acetonitrile at 0 - 20℃; Peterson Olefination; stereoselective reaction;82%
ethanol
64-17-5

ethanol

(E)-3-(4-methoxyphenyl)acrylic acid
943-89-5

(E)-3-(4-methoxyphenyl)acrylic acid

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate
24393-56-4

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate

Conditions
ConditionsYield
With sulfuric acid for 16h; Heating;99%
With sulfuric acid for 12h; Reflux; Inert atmosphere;99%
With sulfuric acid at 90℃; for 16h;96%
diethoxyphosphoryl-acetic acid ethyl ester
867-13-0

diethoxyphosphoryl-acetic acid ethyl ester

4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate
24393-56-4

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate

Conditions
ConditionsYield
With potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene at 25℃; for 24h; Horner-Wadsworth-Emmons reaction; Inert atmosphere; neat (no solvent); optical yield given as %de; stereoselective reaction;99%
With tetrabutyl ammonium fluoride In tetrahydrofuran at 30℃; for 4h; Glovebox;99%
With 1,8-diazabicyclo[5.4.0]undec-7-ene at 20℃; for 2h; Horner-Wadsworth-Emmons olefination; Inert atmosphere; Neat (no solvent); stereoselective reaction;95%
para-iodoanisole
696-62-8

para-iodoanisole

ethyl acrylate
140-88-5

ethyl acrylate

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate
24393-56-4

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate

Conditions
ConditionsYield
With potassium phosphate; palladium diacetate at 130℃; for 16h; Heck olefination;99%
With potassium carbonate; Pd on 3-[(2-aminoethyl)amino]propyl-functionalized silica In N,N-dimethyl acetamide at 130℃; for 12h; Heck reaction;99%
With tris(bipyridine)ruthenium(II) dichloride hexahydrate; palladium diacetate; triethylamine In N,N-dimethyl-formamide at 20℃; for 24h; Heck Reaction; Schlenk technique; Inert atmosphere; Cooling with liquid nitrogen; Irradiation;99%
hydrogen ethyl malonate
1071-46-1

hydrogen ethyl malonate

4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate
24393-56-4

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate

Conditions
ConditionsYield
With dmap In N,N-dimethyl-formamide at 25℃; Doebner-Knoevenagel reaction;99%
With dmap In N,N-dimethyl-formamide at 25℃; Knoevenagel reaction;99%
piperidine; dmap In N,N-dimethyl-formamide at 10 - 20℃; for 24h; Product distribution / selectivity;99%
With poly{styrene-co-[4-(N-methyl-N-vinylbenzyl-amino)pyridine]-co-[1-phenyl-3-(4-vinylbenzyl)piperazine]} In N,N-dimethyl-formamide at 50℃; decarboxylative Doebner-Knoevenagel condensation reaction; optical yield given as %de;97%
4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

ethyl bromoacetate
105-36-2

ethyl bromoacetate

A

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate
24393-56-4

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate

B

(Z)-ethyl 3-(4-methoxyphenyl)acrylate
51507-22-3

(Z)-ethyl 3-(4-methoxyphenyl)acrylate

Conditions
ConditionsYield
With potassium carbonate In ethanol Wittig Olefination; Milling; diastereoselective reaction;A 98%
B n/a
With tributylphosphine; tetrakis(triphenylphosphine) palladium(0) at 110℃; for 24h; Yield given. Yields of byproduct given;
With sodium hydrogencarbonate; triphenylphosphine at 20℃; for 2h; Wittig reaction; Title compound not separated from byproducts.;
...Expand
(carbethoxymethyl)triphenylphosphonium bromide
1530-45-6

(carbethoxymethyl)triphenylphosphonium bromide

4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate
24393-56-4

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate

Conditions
ConditionsYield
With potassium carbonate In dichloromethane; water at 25℃; Wittig reaction; Sonication; stereoselective reaction;98%
With triethylamine In dichloromethane at 20℃; for 16h; Inert atmosphere; Schlenk technique;
2Br(1-)*C26H32NO2P(2+)

2Br(1-)*C26H32NO2P(2+)

4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate
24393-56-4

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate

Conditions
ConditionsYield
With potassium carbonate In dichloromethane at 40℃; for 50h; Wittig reaction; Inert atmosphere; optical yield given as %de; diastereoselective reaction;98%
diazoacetic acid ethyl ester
623-73-4

diazoacetic acid ethyl ester

4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate
24393-56-4

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate

Conditions
ConditionsYield
With Fe(TCP)Cl; polyethylene supported arsine; polymethylhydrosiloxane In toluene at 110℃; for 12h; Wittig type reaction; Inert atmosphere; optical yield given as %de; stereoselective reaction;97%
tris(triphenylphosphine)ruthenium(II) chloride In 1,2-dichloro-ethane at 50℃; for 12h;92%
With sodium disulfite; triphenyl-arsane; chloro[tetra(p-chlorophenyl)porphyrinato]iron(III) In water; toluene at 80℃; for 8h;81%
1-bromo-4-methoxy-benzene
104-92-7

1-bromo-4-methoxy-benzene

ethyl acrylate
140-88-5

ethyl acrylate

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate
24393-56-4

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate

Conditions
ConditionsYield
With PEG-OCOCH2CH2CO2CH2CH2-supported 3-methyl-imidazolium*Cl; potassium carbonate; palladium diacetate at 140℃; for 10h; Heck reaction;96%
With potassium phosphate; tetrabutylammomium bromide; [PdCl{[η5-C5H5)]Fe[(η5-C5H3)C(CH3)=NC12H25]}]2 In N,N-dimethyl-formamide at 140℃; for 12h; Heck coupling;95%
With C37H38BrClFeN3Pd; potassium acetate In N,N-dimethyl acetamide at 150℃; for 12h; Heck reaction; Inert atmosphere; regioselective reaction;93%
5-(4-methoxybenzylidene)-2,2-dimethyl-[1,3]dioxane-4,6-dione
15795-54-7

5-(4-methoxybenzylidene)-2,2-dimethyl-[1,3]dioxane-4,6-dione

ethanol
64-17-5

ethanol

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate
24393-56-4

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate

Conditions
ConditionsYield
Stage #1: 5-(4-methoxybenzylidene)-2,2-dimethyl-[1,3]dioxane-4,6-dione; ethanol With iron(III) chloride hexahydrate In nitromethane for 0.25h; Microwave irradiation;
Stage #2: With piperidine In nitromethane for 0.25h; Microwave irradiation; stereoselective reaction;		96%
diazoacetic acid ethyl ester
623-73-4

diazoacetic acid ethyl ester

4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

A

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate
24393-56-4

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate

B

(Z)-ethyl 3-(4-methoxyphenyl)acrylate
51507-22-3

(Z)-ethyl 3-(4-methoxyphenyl)acrylate

Conditions
ConditionsYield
With triphenylphosphine In toluene at 80℃; for 6h; Inert atmosphere; optical yield given as %de; stereoselective reaction;A 95%
B n/a
With 5,10,15,20-tetraphenyl porphyrinato iron hydroxide; lithium bromide; phosphorous acid trimethyl ester In 1,4-dioxane at 85℃; for 18h; Wittig olefination;A 58%
B 1%
With triphenylphosphine; MoO2(S2CNEt2)2 In benzene at 80℃; for 5h; Yield given. Yields of byproduct given;
...Expand
4-methoxybenzenediazonium tetrafluoroborate
459-64-3

4-methoxybenzenediazonium tetrafluoroborate

ethyl acrylate
140-88-5

ethyl acrylate

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate
24393-56-4

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate

Conditions
ConditionsYield
With palladium diacetate In water at 20℃; for 16h; Heck Reaction;95%
With 3-benzyl-1-(2-hydroxy-2-phenylethyl)imidazolium chloride; palladium diacetate In ethanol at 36℃; for 3h; Heck-Matsuda reaction;92%
[(1,3-dimesitylimidazol-2-ylidene)(naphthoquinone)Pd(0)]2 In methanol at 50℃; for 1h; Heck reaction;91%
(IMes)Pd(NQ) In ethanol at 50℃; for 1h; Conversion of starting material; Heck Reaction;90%
With palladium(II) carboxymethylcellulose In water at 20℃; for 8h;81%
4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

ethyl bromoacetate
105-36-2

ethyl bromoacetate

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate
24393-56-4

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate

Conditions
ConditionsYield
Stage #1: ethyl bromoacetate With triphenyl phosphite; PEG-Te-Bu In toluene at 80℃; for 0.166667h;
Stage #2: With potassium carbonate In toluene for 0.0166667h;
Stage #3: 4-methoxy-benzaldehyde In toluene for 43h; Wittig-type olefination; Further stages.;		94%
With triphenyl phosphite; poly(ethylene glycol) di(2-(n-butyltelluro)ethyl) ether; potassium carbonate In toluene at 80℃;94%
With triphenyl phosphite; potassium carbonate; (BrBu2Te)2O In toluene at 80℃; for 72h; Wittig-type olefination;94%
ketene diethyl acetal
2678-54-8

ketene diethyl acetal

4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate
24393-56-4

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate

Conditions
ConditionsYield
With (2,4,5-trifluorophenyl)boronic acid In tert-butyl methyl ether at 50℃; for 14h;94%
4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

ethyl 1,1-dichloroacetate
535-15-9

ethyl 1,1-dichloroacetate

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate
24393-56-4

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate

Conditions
ConditionsYield
With manganese In tetrahydrofuran for 3h; Heating;92%
With manganese In tetrahydrofuran for 3h; Reflux; Inert atmosphere; optical yield given as %de; stereoselective reaction;92%
4-chloromethoxybenzene
623-12-1

4-chloromethoxybenzene

ethyl acrylate
140-88-5

ethyl acrylate

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate
24393-56-4

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 120℃; for 8h; Heck Reaction;91%
With C34H29BrCl2OP2Pd; potassium carbonate In water; N,N-dimethyl-formamide at 110℃; for 6h;66%
With C37H30Cl2OP2Pd; caesium carbonate In N,N-dimethyl acetamide; water at 110℃; for 4.5h; Heck Reaction; Green chemistry;61%
ethyl acrylate
140-88-5

ethyl acrylate

4-methoxybenzenediazonium o-benzenedisulfonimide

4-methoxybenzenediazonium o-benzenedisulfonimide

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate
24393-56-4

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate

Conditions
ConditionsYield
With (triphenylphosphine)gold(I) chloride; calcium carbonate In acetonitrile at 35℃; for 5h; Inert atmosphere;91%
palladium diacetate In ethanol at 70℃; for 0.666667h; Heck arylation;84%
2Br(1-)*C28H34NO2P(2+)

2Br(1-)*C28H34NO2P(2+)

4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate
24393-56-4

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate

Conditions
ConditionsYield
With potassium carbonate In dichloromethane at 40℃; for 24h; Wittig reaction; Inert atmosphere; optical yield given as %de; diastereoselective reaction;91%
ethanol
64-17-5

ethanol

2-bromo-3-(4-methoxyphenyl)prop-2-enal
13532-16-6

2-bromo-3-(4-methoxyphenyl)prop-2-enal

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate
24393-56-4

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene; 1,3-bis(mesityl)imidazolium chloride In tetrahydrofuran at 20℃; Inert atmosphere; optical yield given as %de; stereoselective reaction;91%
4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

ethyl 4,4,4-trifluoroacetoacetate
372-31-6

ethyl 4,4,4-trifluoroacetoacetate

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate
24393-56-4

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate

Conditions
ConditionsYield
With piperidine; aluminum oxide for 0.266667h; Microwave irradiation;89%
With piperidine In dichloromethane at 20℃; for 7h; stereoselective reaction;84%
4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

ethyl acetate
141-78-6

ethyl acetate

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate
24393-56-4

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate

Conditions
ConditionsYield
With sodium hydride at 10 - 20℃; for 0.583333h;87%
With trimethylsilyl trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine Mukaiyama Aldol Addition; Inert atmosphere;70%
With P(i-PrNCH2CH2)3N at 50℃; for 6h;60%
With sodium
With sodium
diazoacetic acid ethyl ester
623-73-4

diazoacetic acid ethyl ester

4-Methoxybenzyl alcohol
105-13-5

4-Methoxybenzyl alcohol

A

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate
24393-56-4

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate

B

(Z)-ethyl 3-(4-methoxyphenyl)acrylate
51507-22-3

(Z)-ethyl 3-(4-methoxyphenyl)acrylate

Conditions
ConditionsYield
Stage #1: 4-Methoxybenzyl alcohol With 1,10-Phenanthroline; potassium tert-butylate; copper(l) chloride In fluorobenzene at 20℃; for 0.166667h; Inert atmosphere;
Stage #2: With 1-methyl-1H-imidazole; di-tert-butyl-diazodicarboxylate; oxygen In fluorobenzene Reflux;
Stage #3: diazoacetic acid ethyl ester With triphenylphosphine In fluorobenzene Inert atmosphere; optical yield given as %de; stereoselective reaction;		A 87%
B n/a
...Expand
4-methoxyphenylboronic acid
5720-07-0

4-methoxyphenylboronic acid

ethyl acrylate
140-88-5

ethyl acrylate

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate
24393-56-4

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate

Conditions
ConditionsYield
With C48H40N4O4Pd2(4+); acetic acid; p-benzoquinone In water at 20℃; for 12h; Heck Reaction; Inert atmosphere;87%
With pyrrolidine; 5%-palladium/activated carbon; tetrabutylammomium bromide; oxygen In 1-methyl-pyrrolidin-2-one at 80℃; under 2587.76 Torr; for 12h; Heck Reaction;85%
With [2,2]bipyridinyl; oxygen; palladium diacetate In N,N-dimethyl-formamide at 20℃; Heck reaction;65 %Spectr.
diethoxyphosphoryl-acetic acid ethyl ester
867-13-0

diethoxyphosphoryl-acetic acid ethyl ester

4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

A

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate
24393-56-4

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate

B

4-methoxybenzoic acid
100-09-4

4-methoxybenzoic acid

Conditions
ConditionsYield
Stage #1: diethoxyphosphoryl-acetic acid ethyl ester; 4-methoxy-benzaldehyde With potassium carbonate for 6h; Horner-Wadsworth-Emmons olefination; Neat (no solvent); high-speed ball milling;
Stage #2: With Oxone for 12h; Neat (no solvent); high-speed ball milling; optical yield given as %de; diastereoselective reaction;		A 87%
B n/a
...Expand
4-Methoxybenzyl alcohol
105-13-5

4-Methoxybenzyl alcohol

ethyl (triphenylphosphoranylidene)acetate
1099-45-2

ethyl (triphenylphosphoranylidene)acetate

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate
24393-56-4

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate

Conditions
ConditionsYield
With C34H37N4O6Ru2(1+)*Cl(1-); potassium hydroxide In toluene at 70℃; for 6h; Wittig Olefination; Schlenk technique; Inert atmosphere;86%
With oxygen; caesium carbonate In toluene at 50℃; under 760.051 Torr; for 24h; Green chemistry;85%
With dipyridinium dichromate In dichloromethane at 20℃; for 24h; Wittig Olefination;81%
With hollandite In toluene at 110℃; for 4h; Catalytic behavior; Wittig Olefination; diastereoselective reaction;80%
With aluminum (III) chloride; Oxone In water at 20℃; for 3h; Wittig reaction; stereoselective reaction;55%
n-propyl acrylate
925-60-0

n-propyl acrylate

para-iodoanisole
696-62-8

para-iodoanisole

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate
24393-56-4

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate

Conditions
ConditionsYield
With triethylamine In N,N-dimethyl-formamide at 75℃; for 7h; Heck Reaction; Green chemistry;86%
E-1-(4'-methoxyphenyl)prop-1-ene
4180-23-8

E-1-(4'-methoxyphenyl)prop-1-ene

ethyl acrylate
140-88-5

ethyl acrylate

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate
24393-56-4

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate

Conditions
ConditionsYield
With Hoveyda-Grubbs catalyst first generation In 1,2-dichloro-ethane at 70℃; Cross Metathesis; Schlenk technique; Inert atmosphere; Glovebox;85%
ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate
24393-56-4

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate

ethyl trans-3-(4-methoxyphenyl)oxirane-2-carboxylate

ethyl trans-3-(4-methoxyphenyl)oxirane-2-carboxylate

Conditions
ConditionsYield
With Oxone; potassium carbonate; acetic acid; rac-2-F-2,5-(Me)2-5-(2-fluoroisopropyl)-cyclohexanone In 1,4-dioxane; water at 20℃; for 6h; pH=8.5 - 9;100%
With Oxone; sodium hydrogencarbonate In water; acetone at 20℃; for 24h;
With Oxone; sodium hydrogencarbonate In water; acetone; acetonitrile at 0℃; for 5h;
3,4-Dimethylphenol
95-65-8

3,4-Dimethylphenol

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate
24393-56-4

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate

6,7-dimethyl-4-(4'-methoxyphenyl)-3,4-dihydrocoumarin
85903-43-1

6,7-dimethyl-4-(4'-methoxyphenyl)-3,4-dihydrocoumarin

Conditions
ConditionsYield
With trifluoroacetic acid at 20℃; for 24h;100%
Sesamol
533-31-3

Sesamol

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate
24393-56-4

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate

8-(4-methoxyphenyl)-7,8-dihydro-6H-[1,3]dioxolo[4,5-g]-chromen-6-one
267901-33-7

8-(4-methoxyphenyl)-7,8-dihydro-6H-[1,3]dioxolo[4,5-g]-chromen-6-one

Conditions
ConditionsYield
With trifluoroacetic acid at 20℃; for 24h;100%
ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate
24393-56-4

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate

β-naphthol
135-19-3

β-naphthol

1,2-dihydro-1-(4-methoxyphenyl)-3H-naphtho[2,1-b]pyran-3-one

1,2-dihydro-1-(4-methoxyphenyl)-3H-naphtho[2,1-b]pyran-3-one

Conditions
ConditionsYield
With trifluoroacetic acid at 20℃; for 24h;100%
ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate
24393-56-4

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate

ethyl 3-(4-methoxyphenyl)propanoate
22767-72-2

ethyl 3-(4-methoxyphenyl)propanoate

Conditions
ConditionsYield
With 0.42C23H20N4O4*2Cl(1-)*Zn(2+)*10.16H2O*0.58Pd(2+)*0.58C23H20N4O4(1-); hydrogen In tetrahydrofuran at 20℃; under 760.051 Torr; for 1h;99%
With hydrogen; platinum(IV) oxide In various solvent(s) at 25℃; for 2h;93%
With ethanol; nickel at 80 - 90℃; under 73550.8 Torr; Hydrogenation;
ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate
24393-56-4

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate

2,3-dibromo-3-(4-methoxyphenyl)propionic acid ethyl ester
157019-58-4

2,3-dibromo-3-(4-methoxyphenyl)propionic acid ethyl ester

Conditions
ConditionsYield
With bromine99%
With bromine In tetrachloromethane Heating;
With bromine In dichloromethane at 0℃;
ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate
24393-56-4

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate

(E)-p-methoxy-cinnamyl alcohol
53484-50-7

(E)-p-methoxy-cinnamyl alcohol

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran at -10 - 20℃; for 1h;98%
With diisobutylaluminium hydride In dichloromethane; toluene at -78℃; for 1.5h;94%
With diisobutylaluminium hydride In dichloromethane at -78 - 20℃; for 2h; Inert atmosphere;90%
ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate
24393-56-4

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate

3,5-Dimethylphenol
108-68-9

3,5-Dimethylphenol

5,7-dimethyl-4-(4-methoxyphenyl)-3,4-dihydrobenzopyran-2-one
85903-47-5

5,7-dimethyl-4-(4-methoxyphenyl)-3,4-dihydrobenzopyran-2-one

Conditions
ConditionsYield
With trifluoroacetic acid at 20℃; for 24h;98%
ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate
24393-56-4

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate

bis(pinacol)diborane
73183-34-3

bis(pinacol)diborane

ethyl 3-(4-methoxyphenyl)-3-(4,4,5,5,-tetramethyl-[1,3,2]dioxaborolan-2-yl)-propionate

ethyl 3-(4-methoxyphenyl)-3-(4,4,5,5,-tetramethyl-[1,3,2]dioxaborolan-2-yl)-propionate

Conditions
ConditionsYield
With methanol; sodium t-butanolate; bis[2-(diphenylphosphino)phenyl] ether; copper(l) chloride In tetrahydrofuran at 20℃; for 3h;98%
With NaOt-Bu; (+)-[Rh((S,S)-Phebox-i-Pr)OAc2(H2O)] In toluene under Ar; mixt. of MeOC6H4CHCHC(O)OEt (0.5 mmol), B2pin2 (0.6 mmol), NaOt-Bu (0.025-0.029 mmol) and Rh complex catalyst (1 mol%) stirred at 80°C for 0.5 h; chromd. (SiO2 column, hexane/ehtyl acetate eluent); 83% ee;91%
With NaOt-Bu; [rhodium(III)(bis(COCH2CH(s-Bu)N)phenyl)(OAc)2(H2O)] In toluene under Ar; mixt. of MeOC6H4CHCHC(O)OEt (0.5 mmol), B2pin2 (0.6 mmol), NaOt-Bu (0.025-0.029 mmol) and Rh complex catalyst (1 mol%) stirred at 80°C for 0.5 h; chromd. (SiO2 column, hexane/ehtyl acetate eluent); 94% ee;90%
ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate
24393-56-4

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate

(E)-3-(4-methoxyphenyl)acrylic acid
943-89-5

(E)-3-(4-methoxyphenyl)acrylic acid

Conditions
ConditionsYield
With lithium hydroxide In tetrahydrofuran; water at 25℃; for 24h;97%
With sodium hydroxide In ethanol; water at 20℃; for 16h;80%
With lithium hydroxide monohydrate In methanol for 2h; Reflux;72%
ethylenebis(triphenylphosphine)platinum(0)
12120-15-9

ethylenebis(triphenylphosphine)platinum(0)

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate
24393-56-4

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate

bis(triphenylphosphine)-(η2-ethyl 4-methoxycinnamate)platinum(0)

bis(triphenylphosphine)-(η2-ethyl 4-methoxycinnamate)platinum(0)

Conditions
ConditionsYield
In benzene for 1h; Inert atmosphere;97%
ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate
24393-56-4

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate

isoprene
78-79-5

isoprene

(±)-ethyl (1S,2S)-4'-methoxy-4-methyl-1,2,3,6-tetrahydro-[1,1'-biphenyl]-2-carboxylate

(±)-ethyl (1S,2S)-4'-methoxy-4-methyl-1,2,3,6-tetrahydro-[1,1'-biphenyl]-2-carboxylate

Conditions
ConditionsYield
With iron(III) chloride In acetonitrile at 0℃; for 24h; regioselective reaction;96%
ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate
24393-56-4

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate

ethyl 2,3-dihydroxy-3-(4-methoxyphenyl)propionate
253350-07-1

ethyl 2,3-dihydroxy-3-(4-methoxyphenyl)propionate

Conditions
ConditionsYield
With osmium(VIII) oxide; 4-methylmorpholine N-oxide In various solvent(s) at 25℃; for 2h;95%
With chiral 3,6-bis(9-O-dihydroquinyl)pyridazine(thioethanol) immobilized on chloropropyl-silica gel; potassium carbonate; potassium hexacyanoferrate(III) In water; tert-butyl alcohol at 20℃; for 36h;69%
ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate
24393-56-4

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate

ethyl (2S,3R)-2,3-dihydroxy-3-(4-methoxyphenyl)propanoate
159848-77-8

ethyl (2S,3R)-2,3-dihydroxy-3-(4-methoxyphenyl)propanoate

Conditions
ConditionsYield
With osmium(VIII) oxide; 1,4-bis(9-O-dihydroquinidine)phthalazine In water; tert-butyl alcohol at 0℃; for 16h;94%
With (3a,9R,3'''a,4'"b,9'"R)-9,9'-[1,4-phthalazinediylbis(oxy)]bis[6'-(methyloxy)-10,11-dihydrocinchonan]; 4-methylmorpholine N-oxide; polyaniline-supported Os In water; acetone; acetonitrile at 20℃; for 12h; Sharpless asymmetric dihydroxylation;93%
With (3a,9R,3'''a,4'"b,9'"R)-9,9'-[1,4-phthalazinediylbis(oxy)]bis[6'-(methyloxy)-10,11-dihydrocinchonan]; 4-methylmorpholine N-oxide; Mg(1-x)Al(x)(OH)2(Cl)2*zH2O-OsO4 In water; tert-butyl alcohol at 20℃; for 12h;93%

Ethyl 4-methoxycinnamate Chemical Properties

Molecular Structure of Ethyl 4-methoxycinnamate (CAS NO.24393-56-4):

Empirical Formula: C12H14O3
Molecular Weight: 206.2378
H bond acceptors: 3
H bond donors: 0
Freely Rotating Bonds: 5
Polar Surface Area: 35.53 Å2
Index of Refraction: 1.539
Molar Refractivity: 59.86 cm3
Molar Volume: 190.9 cm3
Surface Tension: 37.1 dyne/cm
Density: 1.08 g/cm3
Flash Point: 133.8 °C
Enthalpy of Vaporization: 56.72 kJ/mol
Boiling Point: 325.1 °C at 760 mmHg
Vapour Pressure: 0.000235 mmHg at 25°C
Melting point: 49°C
Product Categories: Cinnamic acid

Ethyl 4-methoxycinnamate Safety Profile

Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36/37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection. 

Ethyl 4-methoxycinnamate Specification

 Ethyl 4-methoxycinnamate , with CAS number of 24393-56-4, can be called 2-Propenoic acid, 3-(4-methoxyphenyl)-, ethyl ester ; 2-propenoic acid, 3-(4-methoxyphenyl)-, ethyl ester, (2E)- ; Ethyl (2E)-3-(4-methoxyphenyl)-2-propenoate ; Ethyl (2E)-3-(4-methoxyphenyl)acrylate ; ethyl (2E)-3-(4-methoxyphenyl)prop-2-enoate ; Ethyl 3-(4-methoxyphenyl)-2-propenoate ; p-Methoxycinnamic acid ethyl ester .

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