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Ethyl acrylate Basic information Product Name: Ethyl acrylate Synonyms: Acrylate d'ethyle;acrylated’ethyle;acrylated’ethyle(french);Acrylic acid, ethyl ester (inhibited);
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CAS No.140-88-5 Ethyl acrylate Application:CAS No.140-88-5 Ethyl acrylate
CAS No.140-88-5 Ethyl acrylateAppearance:Liquid Storage:Refrigerator Package:1KG -200KG Drum with pallet Application:Pharma intermediates Transportation:By express (Door to door) such as FEDEX, DHL, EMS for small amount. By air(airport to airport) or
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ethyl 3-(trifluoromethanesulfonyl)propionate
A
Langlois reagent
B
ethyl acrylate
Conditions | Yield |
---|---|
With sodium methylate In methanol at 20℃; | A 100% B n/a |
Conditions | Yield |
---|---|
With iron(III) sulfate; sulfuric acid for 3h; Heating; | 98% |
In neat (no solvent) at 80℃; for 2.5h; | 89% |
With sulfuric acid for 12h; Reflux; | 82% |
Conditions | Yield |
---|---|
With diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; sodium carbonate In dimethyl sulfoxide at 20℃; for 1.5h; Inert atmosphere; Irradiation; | 95% |
With ethanol; sulfuric acid; zinc | |
With ethanol; zinc | |
With diethyl ether; zinc | |
With 2-methoxy-phenylamine In tetrahydrofuran at 20℃; stereospecific reaction; |
Conditions | Yield |
---|---|
With P(MeNCH2CH2)3N In acetonitrile at 25℃; for 0.0833333h; | 92% |
Multi-step reaction with 2 steps 1: 83 percent / dimethylformamide / 1.) 55 deg C, 60 h, 2.) room temperature, 6 h 2: 100 °C View Scheme | |
With indole; dichloro bis(acetonitrile) palladium(II); potassium carbonate; norbornene In N,N-dimethyl acetamide; water Schlenk technique; Inert atmosphere; regioselective reaction; |
ethene
acrylic acid
A
diethyl ether
B
ethanol
C
ethyl acrylate
Conditions | Yield |
---|---|
With water; cesium nitrate; tungstophosphoric acid; water; mixture of, dried, tabletted at 85.6 - 165℃; under 2250.23 Torr; Product distribution / selectivity; Gas phase; | A 3.5% B 4.3% C 91.8% |
Conditions | Yield |
---|---|
In tetrahydrofuran N2 or Ar atmosphere; refluxing (3 h, ratio Rh-compd. org. compd. 1:10), cooling (room temp.); addn. of EtOH, washing (EtOH and pentane), drying (N2 stream); elem. anal.; | A 90% B 8-15 |
In tetrahydrofuran N2 or Ar atmosphere; stirring (room temp., 24 h, ratio Rh-compd. org. compd. 1:10); addn. of EtOH, slow evapn., washing (EtOH and pentane), drying (N2 stream); elem. anal.; | A 90% B 8-15 |
Conditions | Yield |
---|---|
In benzene Wittig reaction; Reflux; | 87% |
In 1,4-dioxane at 50℃; for 16h; |
Conditions | Yield |
---|---|
With potassium carbonate In water at 30℃; for 0.166667h; | 77% |
With potassium carbonate In 1,4-dioxane at 70℃; for 5h; | 75% |
Stage #1: diethoxyphosphoryl-acetic acid ethyl ester With sodium hydride In tetrahydrofuran; paraffin oil at 0 - 25℃; Horner-Wadsworth-Emmons Olefination; Inert atmosphere; Stage #2: formaldehyd In tetrahydrofuran; paraffin oil at 0 - 25℃; for 0.166667h; Horner-Wadsworth-Emmons Olefination; Inert atmosphere; | |
Stage #1: diethoxyphosphoryl-acetic acid ethyl ester With sodium hydride In toluene at 0℃; Horner-Wadsworth-Emmons Olefination; Inert atmosphere; Schlenk technique; Stage #2: formaldehyd at 20℃; Horner-Wadsworth-Emmons Olefination; Inert atmosphere; Schlenk technique; | |
Stage #1: diethoxyphosphoryl-acetic acid ethyl ester With sodium hydride In tetrahydrofuran at 20 - 40℃; for 1h; Stage #2: formaldehyd In tetrahydrofuran at 40℃; for 5h; |
1-(trimethylsilyl)piperidin-2-one
Ethyl 2-bromopropionate
A
piperidin-2-one
B
trimethylsilyl bromide
D
ethyl acrylate
Conditions | Yield |
---|---|
at 155 - 180℃; for 3h; Yields of byproduct given; | A n/a B n/a C 73% D n/a |
Conditions | Yield |
---|---|
With oxygen; tetraethylammonium perchlorate In N,N-dimethyl-formamide at 20℃; electroreduction at -1.1 V; | A 70% B 20 % Chromat. |
With oxygen In N,N-dimethyl-formamide at 20℃; Product distribution; electrolysis of the oxygen saturated solution at -1,1 V; 0.1 M TEAP; further esters; | A 70% B 20 % Chromat. |
Ethyl 2-bromopropionate
1-trimethylsilanyl-azepan-2-one
A
caprolactam
B
trimethylsilyl bromide
D
ethyl acrylate
Conditions | Yield |
---|---|
at 150 - 185℃; for 3h; Yields of byproduct given; | A n/a B n/a C 65% D n/a |
zirconocene dichloride
2-bromo-acrylic acid ethyl ester
hex-3-yne
A
ethyl 2,3,4,5-tetraethylbenzoate
B
ethyl acrylate
Conditions | Yield |
---|---|
Stage #1: zirconocene dichloride With n-butyllithium In tetrahydrofuran at -78℃; Inert atmosphere; Stage #2: hex-3-yne In tetrahydrofuran at 20℃; Inert atmosphere; Stage #3: 2-bromo-acrylic acid ethyl ester Further stages; | A 63% B n/a |
Conditions | Yield |
---|---|
C-200 (barium hydroxide) In tetrahydrofuran; water for 0.166667h; Ambient temperature; sonication; | 57% |
zirconocene dichloride
2-bromo-acrylic acid ethyl ester
4-Octyne
A
ethyl 2,3,4,5-tetrapropylbenzoate
B
ethyl acrylate
Conditions | Yield |
---|---|
Stage #1: zirconocene dichloride With n-butyllithium In tetrahydrofuran at -78℃; Inert atmosphere; Stage #2: 4-Octyne In tetrahydrofuran at 20℃; Inert atmosphere; Stage #3: 2-bromo-acrylic acid ethyl ester Further stages; | A 57% B n/a |
Conditions | Yield |
---|---|
With ethanol; sulfuric acid; copper at 220℃; Product distribution / selectivity; | A 50% B 50 %Chromat. |
With ethanol; NaH2PO4-silica at 250 - 275℃; Product distribution / selectivity; | A 21% B 14 - 49 %Chromat. |
A
2-ethylthiopyridine
B
(propionate d'ethyle-3)(pyridyl-2) sulfure
C
ethyl acrylate
Conditions | Yield |
---|---|
at 220℃; under 1 Torr; | A 13% B 16% C 43% |
at 220℃; under 1 Torr; Product distribution; other conditions, other substrates; | A 13% B 16% C 43% |
Conditions | Yield |
---|---|
With bis(acetylacetonate)nickel(II); sodium acetylacetonate In tetrahydrofuran at 220℃; under 1500.15 - 35253.5 Torr; for 1h; Autoclave; | 42.1% |
With copper(ll) bromide; nickel dibromide In tetrahydrofuran at 240℃; under 3750.38 Torr; | |
With 2-Picolinic acid In tetrahydrofuran at 210℃; under 1500.15 - 37503.8 Torr; for 0.5h; Autoclave; Inert atmosphere; | |
With 8-hydroxy-quinoline-2-carboxylic acid; triethylaluminum; nickel(II) acetate tetrahydrate; triphenylphosphine In tetrahydrofuran at 60℃; under 10501.1 - 12001.2 Torr; for 1h; Autoclave; Inert atmosphere; |
N-trimethylsilyl-pyrrolidin-2-one
Ethyl 2-bromopropionate
A
2-pyrrolidinon
B
ethyl 2-(2-oxo-1-pyrrolidinyl)propanoate
C
trimethylsilyl bromide
D
ethyl acrylate
Conditions | Yield |
---|---|
at 170 - 200℃; for 3h; Yields of byproduct given; | A n/a B 37% C n/a D n/a |
Conditions | Yield |
---|---|
Hoveyda-Grubbs catalyst second generation In dichloromethane at 40℃; under 562.556 Torr; for 24h; Product distribution / selectivity; Inert atmosphere; | A 19% B 28% |
With Hoveyda-Grubbs catalyst second generation at 25℃; under 13187.6 Torr; for 21h; Catalytic behavior; Reagent/catalyst; | A n/a B 6.2% |
zirconocene dichloride
2-bromo-acrylic acid ethyl ester
diphenyl acetylene
A
ethyl-5',6'-diphenyl-[1,1':2',1''-terphenyl]-3'-carboxylate
B
ethyl acrylate
Conditions | Yield |
---|---|
Stage #1: zirconocene dichloride With n-butyllithium In tetrahydrofuran at -78℃; Inert atmosphere; Stage #2: diphenyl acetylene In tetrahydrofuran at 20℃; Inert atmosphere; Stage #3: 2-bromo-acrylic acid ethyl ester Further stages; | A 26% B n/a |
1-butylene
ethyl 3-phenyl-2-propenoate
A
styrene
B
ethyl acrylate
Conditions | Yield |
---|---|
Hoveyda-Grubbs catalyst second generation In dichloromethane at 40℃; under 750.075 Torr; for 24h; Inert atmosphere; | A 8% B 8% |
Conditions | Yield |
---|---|
Hoveyda-Grubbs catalyst second generation at 60℃; under 7757.43 Torr; for 4h; Conversion of starting material; | A 4% B 7% |
Conditions | Yield |
---|---|
[1,3-bis(2-methylphenyl)-2-(imidazolidene)dichloro(phenylmethylene)(tricyclohexylphosphine)]ruthenium (II) at 60℃; under 7757.43 Torr; for 4h; Conversion of starting material; | 1% |
dichloro(tricyclohexylphosphino)(benzylidene)(1,3-dimesityl-4,5-dihydroimidazol-2-ylidene)ruthenium(III) at 60℃; under 7757.43 Torr; for 4h; Conversion of starting material; | 1% |
[1,3-bis(2,4,6-trimethylphenyl)-2-(imidazolidene)dichloro(3-methyl-2-butenylidene)(tricyclohexylphosphine)]ruthenium (II) at 60℃; under 7757.43 Torr; for 16h; Conversion of starting material; | 1% |
formic acid
potassium formate
1-(2-carbethoxyethyl)pyridinium bromide
A
pyridine
B
ethyl acrylate
ethyl 2-hydroxypropionate
ethyl acrylate
Conditions | Yield |
---|---|
at 450℃; ueber einen aus Natriumdihydrogenphosphat und Graphit hergestellten Katalysator; | |
Multi-step reaction with 2 steps 1: pyridine; diethyl ether; SOCl2 / -10 °C 2: 390 - 420 °C View Scheme | |
Multi-step reaction with 2 steps 1: concentrated H2SO4 / bei der Destillation 2: quartz / 450 °C View Scheme |
Conditions | Yield |
---|---|
With iron(II) sulfate at 140℃; |
Conditions | Yield |
---|---|
With pyrographite at 250℃; | |
With sulfuric acid; hydroquinone |
Conditions | Yield |
---|---|
With ethanol; tetracarbonyl nickel at 190℃; |
Conditions | Yield |
---|---|
cobalt(II) acetate In water at 20℃; for 15h; aza-type Michael addition; | 100% |
ammonium cerium(IV) nitrate for 0.333333h; aza-Michael addition; ultrasonication; | 100% |
With ammonium cerium(IV) nitrate In water at 20℃; for 12h; aza-Michael addition; | 99% |
isopropylamine
ethyl acrylate
3-isopropylaminopropionic acid ethyl ester
Conditions | Yield |
---|---|
In tetrahydrofuran; ethanol at 0 - 20℃; for 16h; | 100% |
In ethanol at 0 - 20℃; for 24h; | 100% |
With poly(ethylene glycol) 2000; ruthenium trichloride at 50℃; for 8h; aza-Michael addition; | 91% |
Conditions | Yield |
---|---|
With copper diacetate In water at 20℃; for 12h; aza-Michael addition; | 100% |
iron(III) chloride In dichloromethane at 25℃; for 42h; Product distribution; various catalysts and further amines with various Michael acceptors; | 96% |
iron(III) chloride In dichloromethane at 25℃; for 42h; | 96% |
Conditions | Yield |
---|---|
In ethanol at 20℃; for 2h; Michael addition; | 100% |
With poly(ethylene glycol) 2000; ruthenium trichloride at 50℃; for 8h; aza-Michael addition; | 96% |
Stage #1: N-butylamine With cerous nitrate for 4h; Reflux; Stage #2: ethyl acrylate for 8h; Time; | 93.8% |
Conditions | Yield |
---|---|
In acetonitrile electrolysis (0.01-0.1 N Et4NBr or Bu4NBr, Pt cathode, Mg anode); | 100% |
With dibenzoyl peroxide at 240℃; |
Conditions | Yield |
---|---|
With bromine In acetone for 0.5h; Reflux; | 100% |
With bromine In tetrachloromethane at 0 - 60℃; for 2h; | 99% |
With bromine In dichloromethane at 0 - 20℃; for 4.33333h; Inert atmosphere; | 95% |
ethyl acrylate
Ethyl nipecotate
ethyl 1-[2-(ethoxycarbonyl)ethyl]-3-piperidinecarboxylate
Conditions | Yield |
---|---|
at 55℃; | 100% |
In toluene at 18 - 52℃; for 12.9167 - 13.1667h; | 100% |
In toluene at 18 - 52℃; for 12.9167 - 13.1667h; Product distribution / selectivity; | 97.6% |
Conditions | Yield |
---|---|
iron(III) chloride In water at 20℃; for 15h; aza-type Michael addition; | 100% |
3-methoxy-N-methylaniline
ethyl acrylate
3-(N-Methyl-N-m-methoxyphenylamino)-propionsaeure-aethylester
Conditions | Yield |
---|---|
at 60℃; for 2h; | 100% |
In acetic acid |
Conditions | Yield |
---|---|
With hydroxylamine; triphenylphosphine In acetonitrile at 20℃; for 0.25h; Michael addition; | 100% |
With hydroxylamine hydrochloride; sodium hydroxide In methanol for 0.25h; Inert atmosphere; | 72% |
With hydroxylamine In methanol | |
With hydroxylamine hydrochloride; ammonia In ethanol at 20℃; for 15h; |
piperidin-2-one
ethyl acrylate
1-(2-ethoxycarbonylethyl)-2-piperidinone
Conditions | Yield |
---|---|
With sodium hydroxide In tetrahydrofuran Michael addition reaction; | 100% |
With tetraethoxy orthosilicate; cesium fluoride In neat (no solvent) at 25℃; for 0.166667h; Product distribution; Mechanism; variation of reaction time and amount of CsF; further α,β-unsaturated esters; further amides; presence of different solvents; | 98% |
With tetraethoxy orthosilicate; cesium fluoride In neat (no solvent) at 25℃; for 0.166667h; | 98% |
caprolactam
ethyl acrylate
3-(2-Oxo-azepan-1-yl)-propionic acid ethyl ester
Conditions | Yield |
---|---|
With sodium hydroxide In tetrahydrofuran Michael addition reaction; | 100% |
With tetraethoxy orthosilicate; cesium fluoride In neat (no solvent) at 25℃; for 1h; | 89% |
diazoacetic acid ethyl ester
ethyl acrylate
diethyl Δ2-pyrazoline-3,5-dicarboxylate
Conditions | Yield |
---|---|
at 22℃; for 5h; | 100% |
In pyridine at 60℃; for 3h; | 99% |
With water at 20℃; for 3h; Green chemistry; | 99% |
tryptamine
ethyl acrylate
3-<<2-(1H-indol-3-yl)ethyl>amino>propanoic acid ethyl ester
Conditions | Yield |
---|---|
In ethanol for 1h; Reflux; | 100% |
In ethanol at 0℃; for 24h; | 83% |
In tetrahydrofuran at 20℃; for 12h; | 83% |
In ethanol at 0 - 20℃; | 80% |
In ethanol |
acetaldehyde
ethyl acrylate
ethyl 3-hydroxy-2-methylenebutanoate
Conditions | Yield |
---|---|
With 1,4-diaza-bicyclo[2.2.2]octane at 20℃; for 216h; | 100% |
With 1,4-diaza-bicyclo[2.2.2]octane at 25℃; for 168h; | 94% |
1,4-diaza-bicyclo[2.2.2]octane for 168h; Ambient temperature; | 90% |
Conditions | Yield |
---|---|
triethylamine Ambient temperature; | 100% |
In acetonitrile electrolysis (0.01-0.1 N Et4NBr or Bu4NBr, Pt cathode, Mg anode); | 100% |
perchloric acid; silica gel In dichloromethane at 20℃; for 0.166667h; thia-Michael addition; | 95% |
2-hydroxyethanethiol
ethyl acrylate
ethyl 3-((2-hydroxyethyl)thio)propionate
Conditions | Yield |
---|---|
In acetonitrile electrolysis (0.01-0.1 N Et4NBr or Bu4NBr, Pt cathode, Mg anode); | 100% |
With triethylamine In methanol; acetone at 0 - 20℃; for 16h; Product distribution / selectivity; | 100% |
With C15H22N4O4 In neat (no solvent) for 1h; Michael Addition; Irradiation; | 100 %Spectr. |
Conditions | Yield |
---|---|
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; | 100% |
With {4-[di(2-hydroxyethyl)amino]butyl}tri(n-butyl)ammonium bromide; palladium diacetate at 100℃; for 6h; Heck reaction; Inert atmosphere; stereoselective reaction; | 99% |
With C37H38BrClFeN3Pd; potassium acetate In N,N-dimethyl acetamide at 150℃; for 12h; Heck reaction; Inert atmosphere; regioselective reaction; | 97% |
Conditions | Yield |
---|---|
With tetrabutylammomium bromide; potassium acetate; Pd(0)-ferrocenyl In N,N-dimethyl-formamide at 60℃; for 2.5h; | 100% |
With palladium nanoparticles on graphene; triethylamine In N,N-dimethyl-formamide at 120 - 125℃; for 2h; Heck Reaction; | 100% |
With triethylamine; silica aerogel nanocomposite; palladium In acetonitrile for 8h; Mizoroki-Heck reaction; Heating; | 99% |
Conditions | Yield |
---|---|
In acetonitrile electrolysis (0.01-0.1 N Et4NBr or Bu4NBr, Pt cathode, Mg anode); | 100% |
1-(1-diazo-2,2,2-trifluoroethyl)-4-methylbenzene
ethyl acrylate
3-carbethoxy-5-trifluoromethyl-5-(p-tolyl)-2-pyrazoline
Conditions | Yield |
---|---|
at 20 - 25℃; for 0.083h; | 100% |
Conditions | Yield |
---|---|
With hydrogen; triethylamine; di(rhodium)tetracarbonyl dichloride; 1,4-di(diphenylphosphino)-butane at 25℃; under 15001.2 Torr; for 12h; Product distribution; other ligands: phosphanobornadiene; | 100% |
With hydrogen; triethylamine; di(rhodium)tetracarbonyl dichloride; 1,4-di(diphenylphosphino)-butane at 25℃; under 15001.2 Torr; for 12h; | 100% |
With hydrogen; [Rh(acac)(CO)2]-fluoropolymer ligand In carbon dioxide at 80℃; for 1h; | |
With hydrogen; C23H22NO5Rh In water; toluene at 85℃; under 30003 Torr; for 8h; Catalytic behavior; Autoclave; chemoselective reaction; |
BD 1060
ethyl acrylate
N-<2-(3,4-dichlorophenyl)-1-ethyl>-N-<1-(ethoxypropionyl)>-2-(1-pyrrolidinyl)ethylamine
Conditions | Yield |
---|---|
In toluene for 72h; Heating; | 100% |
ethyl acrylate
3,4-methylenedioxyphenylacetonitrile
4-Benzo[1,3]dioxol-5-yl-4-cyano-heptanedioic acid diethyl ester
Conditions | Yield |
---|---|
With N-benzyl-trimethylammonium hydroxide In acetonitrile | 100% |
ethyl acrylate
Conditions | Yield |
---|---|
In ethanol Heating; | 100% |
4-(8-Chloro-5,11-dihydro[1]benzoxepino[4,3-b]pyridin-11-ylidene)piperidine
ethyl acrylate
Conditions | Yield |
---|---|
In ethanol Heating; | 100% |
ethyl acrylate
Conditions | Yield |
---|---|
In ethanol Heating; | 100% |
8-Fluoro-5-piperidin-4-ylidene-5,11-dihydro-10-oxa-1-aza-dibenzo[a,d]cycloheptene
ethyl acrylate
Conditions | Yield |
---|---|
In ethanol Heating; | 100% |
ethyl acrylate
Conditions | Yield |
---|---|
In ethanol Heating; | 100% |
Conditions | Yield |
---|---|
With silver(I) acetate; palladium diacetate; acetic acid at 110℃; for 6h; Inert atmosphere; | 100% |
With dipalladium(II)(1,1'-di-t-butyl-3,3'-(1,2-ethanediyl)bisimidazolium)dipyridinetetradichloride; tetrabutylammomium bromide; sodium acetate In N,N-dimethyl acetamide at 120℃; for 18h; Heck Reaction; Inert atmosphere; | 95% |
With silver(I) acetate; palladium diacetate; acetic acid at 110℃; for 6h; Heck reaction; | 94% |
With bis-triphenylphosphine-palladium(II) chloride; triethylamine In acetonitrile at 140℃; under 7500600 Torr; for 4h; | 76% |
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