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Ethyl cinnamate
Cas No: 103-36-6
USD $ 3.0-3.0 / Kilogram 1 Kilogram 1-10 Metric Ton/Month Dayang Chem (Hangzhou) Co.,Ltd. Contact Supplier
Ethyl cinnamate CAS 103-36-6 ethyl (2E)-3-phenyl-2-propenoate CAS no 103-36-6 Ethyl 3-phenylacrylate Cinnamic acid ethyl ester
Cas No: 103-36-6
USD $ 3.5-5.0 / Kiloliter 5 Kiloliter 3000 Metric Ton/Month Chemwill Asia Co., Ltd. Contact Supplier
High quality Ethyl Cinnamate supplier in China
Cas No: 103-36-6
No Data 1 Kilogram 30 Metric Ton/Month Simagchem Corporation Contact Supplier
High purity 103-36-6 Ethyl cinnamate
Cas No: 103-36-6
USD $ 100.0-500.0 / Gram 1 Gram 99999 Gram/Year Hangzhou Dingyan Chem Co., Ltd Contact Supplier
Factory supply Ethyl cinnamate Cas 103-36-6 with high quality and best price
Cas No: 103-36-6
No Data 1 Kilogram 150 Metric Ton/Year Wuhan Fortuna Chemical Co.,Ltd Contact Supplier
Ethyl Cinnamate
Cas No: 103-36-6
No Data 200 Kilogram 1500 Metric Ton/Year Hefei TNJ chemical industry co.,ltd Contact Supplier
Large Stock 99.0% Ethyl cinnamate 103-36-6 Producer
Cas No: 103-36-6
USD $ 0.1-0.1 / Gram 1 Gram 100 Metric Ton/Year Xi'an Xszo Chem Co., Ltd. Contact Supplier
CinnaMic acid ethylester
Cas No: 103-36-6
No Data 1 Kilogram 20 Metric Ton/Month Henan Allgreen Chemical Co.,Ltd Contact Supplier
Factory Supply Food Grade Fragrance and Flavors CAS 103-36-6 Ethyl Cinnamate
Cas No: 103-36-6
USD $ 60.0-80.0 / Kilogram 1 Kilogram 5000 Metric Ton/Month Xi'an Julong Bio-Tech Co., Ltd. Contact Supplier
Factory Supply Ethyl cinnamate
Cas No: 103-36-6
No Data 1 1 Ality Chemical Corporation Contact Supplier

103-36-6 Usage

Occurrence

Normally occurring in the trans-form; a cis-form also exists. Reported found in Oriental styrax, in the oil of Campheria galanga and in the rhizomes of Hedychium spicatum. Also reported found in cherry, American cranberry, pineapple, guava, strawberry, fresh blackberry, strawberry jam, soybean, yellow passion fruit juice, hybrid passion fruit juice, apple brandy, quince, prickly pear, strawberry wine, Bourbon vanilla, sea buckthorn, cinnamon leaf and root bark, clove, brandy, rum, sherry, grape wines, cocoa, soybean and other natural sources.

Toxicity

ADI 1.25 mg/kg (CE). LD50: 4000 m/kg (rat, oral administration).

Taste threshold values

Taste characteristics at 20 ppm: balsamic, powdery, fruity, berry, punch, spice, sweet and green.

Maximal allowable amount as additive and maximal allowable residue

▼▲ Name of additive Food allowed to use it as additives Function of additive Maximal allowable residue(g/kg) Maximal allowable residue(g/kg) Ethyl cinnamate Food Edible spice Spices used for the formulation of fragrance should not exceed the maximal allowable amount and maximal allowable residue provided in GB2760 /

Chemical Properties

Ethyl cinnamate has a sweet balsami honey-note odor.

Production Methods

Ethyl cinnamate is found in storax oil, Kaempferia galanga, and several other oils. It is produced by the direct esterification esterification of ethanol with cinnamic acid under azeotropic conditions or by Claisen-type condensation of ethyl acetate and benzaldeyde in the presence of sodium metal .

Safety Profile

Moderately toxic by ingestion. Combustible liquid. When heated to decomposition it emits acrid smoke and irritating fumes. See also ESTERS

Production method

It can be obtained through the esterification between cinnamic acid and ethanol in the presence of sulfuric acid with a yield of about 60%. It can also be derived through the reaction bewteen benzaldehyde and ethyl acetate. It can be obtained through the reaction between benzaldehyde and ethyl acetate in the presence of sodium metal. It is derived from the heating of cinnamic acid, ethanol and sulfuric acid to 100 °C in the presence of aluminum sulfate.

Synthesis Reference(s)

Journal of the American Chemical Society, 110, p. 2655, 1988 DOI: 10.1021/ja00216a053Tetrahedron Letters, 30, p. 5153, 1989 DOI: 10.1016/S0040-4039(01)93472-0

Uses

Perfumery, flavoring extracts.

Content analysis

As determined by the determination method 1 in the ester assay (OT-18). The amount of taken sample was 1.2 g. The equivalent factor (e) in the calculation is taken as 88.11. It can be alternatively determined by polar column method in GT-10-4.

Chemical Properties

colourless liquid

Application of spices and fragrance

Ethyl cinnamate is also known as β-phenyl acrylate and ethyl 3-phenylpropionate. At room temperature, it appears as colorless oily liquid. It is naturally presented in guava, strawberries, white and red wine, brandy, rum, vanilla and prickly pear. Aroma characterization: sweet amber cream, sweet orange and grape-like rhyme with elegant fragrance of balsam and honey-fragrance. Flavor: strong sweet fruit, plum, cherry-like scent, sweet fruit flavor, fragrance incense, berries, mixed sweet drinks, green incense with vanilla fragrant orchid fragrance. It can be used for the formulation of edible fragrance of almond, vanilla, cinnamon, honey, berries, mixed sweet drinks, fragrance flavor, spicy type, grape and cherry flavors.

Chemical properties

It appears as nearly colorless, transparent oily liquid with light, long lasting cinnamon and strawberry aroma and sweet honey aroma. It has no optical activity with the melting point of 12 ° C, the boiling point of 272 ° C and the flash point of 93.5 ° C. It is miscible in ethanol, ether and most non-volatile oils. It is almost insoluble in glycerol and water. It is slightly soluble in propylene glycol. Its natural product exists in the Soviet Union balsam, galangal oil and so on.

Use the limit

FEMA (mg/kg): soft drinks 4.1; cold drinks 8.8; candy 9.5; baked goods 12; pudding 2.4; gum 1l~40. Appropriate amount should be the limitation (FDA § 172.515, 2000).

Purification Methods

Wash the ester with aqueous 10% Na2CO3, then water, dry (MgSO4), and distil it. The purified ester is saponified with aqueous KOH, and, after acidifying the solution, cinnamic acid is isolated, washed and dried. The ester is reformed by refluxing for 15hours the cinnamic acid (25g) with absolute EtOH (23g), conc H2SO4 (4g) and dry *benzene (100mL), after which it is isolated, washed, dried and distilled under reduced pressure [Jeffery & Vogel J Chem Soc 658 1958]. [Beilstein 9 IV 2006.]

Preparation

By heating to 100°C cinnamic acid, alcohol and sulfuric acid in the presence of aluminum sulfate; also by Claisen condensation of benzaldehyde and ethyl acetate

Description

Ethyl cinnamate is the ester of cinnamic acid and ethanol. It is present in the essential oil of cinnamon. Pure ethyl cinnamate has a "fruity and balsamic odor, reminiscent of cinnamon with an amber note". The p-methoxy derivative is reported to be a mono amine oxidase inhibitor.

Aroma threshold values

Detection: 17 to 40 ppb

Uses

1.?? GB 2760-96 provides it as food spices allowable for temporary use. It is mainly used for the preparation of strawberry, raspberry and plum, cherry and other type of flavor. Owing to the high boiling point and stability, it is appropriate to be used for baked goods. 2.?? It is an important kind of fragrance and spices intermediates. It can also be used as the intermediates of medicine and food additives. 3.?? It can be used for the perfume industry. 4.?? It is suitable to be applied to the roses, daffodils, ambergris-amber, citrus incense, fern, chypre, Cologne, re-oriental and woody-incense and other flavor. It can be used to coordinate the other ointment in the soap, toiletries water and powder flavor and also has incense fixative effect. It can also be used as flavoring agent to be applied to flavor such as cherry, grape, strawberry, raspberry, peach, plum, cinnamon, spicy and vanilla bean. 5.?? It can be used as the incense fixative agent and modification agents for fragrance. It can also be applied to glass prism 6.?? This product exists in the natural storax with a fruit-like aroma and the atmosphere being clear and sweet with oriental fragrance. It has excellent effect when being used in combination with the natural fruit essential oils with the effect being better for fragrance, perfume and flavor. It can also be used in edible waxberry essence.
InChI:InChI=1/C11H12O2/c1-2-13-11(12)9-8-10-6-4-3-5-7-10/h3-9H,2H2,1H3/b9-8-

103-36-6 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
TCI America (C0359)  Ethyl Cinnamate  >99.0%(GC) 103-36-6 25g 130.00CNY Detail
TCI America (C0359)  Ethyl Cinnamate  >99.0%(GC) 103-36-6 100g 290.00CNY Detail
TCI America (C0359)  Ethyl Cinnamate  >99.0%(GC) 103-36-6 500g 680.00CNY Detail
Alfa Aesar (A12906)  Ethyl cinnamate, 98+%    103-36-6 100g 213.0CNY Detail
Alfa Aesar (A12906)  Ethyl cinnamate, 98+%    103-36-6 500g 721.0CNY Detail
Alfa Aesar (A12906)  Ethyl cinnamate, 98+%    103-36-6 2500g 3286.0CNY Detail
Sigma-Aldrich (66761)  Ethylcinnamate  analytical standard 103-36-6 66761-100MG 458.64CNY Detail

103-36-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name Ethyl cinnamate

1.2 Other means of identification

Product number -
Other names Ethylphenylacryate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Food additives -> Flavoring Agents
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:103-36-6 SDS

103-36-6Synthetic route

iodobenzene
591-50-4

iodobenzene

ethyl acrylate
140-88-5

ethyl acrylate

ethyl 3-phenyl-2-propenoate
103-36-6

ethyl 3-phenyl-2-propenoate

Conditions
ConditionsYield
Stage #1: iodobenzene; ethyl acrylate; [poly(methylphenylsilane)/inorganic compound]-supported palladium
Stage #2: With potassium carbonate In 1-methyl-pyrrolidin-2-one at 80℃; Heck Reaction;
100%
With PEG-based bis-pyridine-derived ligand; triethylamine; palladium diacetate In N,N-dimethyl-formamide at 120℃; for 8h; Heck reaction;99%
With tributyl-amine In dodecane at 130℃; for 3.5h; Heck reaction;99%
phenylpropynoic acid ethyl ester
2216-94-6

phenylpropynoic acid ethyl ester

ethyl 3-phenyl-2-propenoate
103-36-6

ethyl 3-phenyl-2-propenoate

Conditions
ConditionsYield
With formic acid; nickel dibromide; zinc In 1,4-dioxane at 120℃; for 16h; Sealed tube; stereoselective reaction;100%
With triethylsilane; indium(III) chloride; triethyl borane In hexane; acetonitrile at 0℃; for 2h;68%
With pyridine; hydrogen In methanol at 20℃; under 760.051 Torr; for 2h;
With hydrogen In [(2)H6]acetone at 25℃; under 900.09 Torr; for 0.2h; Irradiation;
bromobenzene
108-86-1

bromobenzene

ethyl acrylate
140-88-5

ethyl acrylate

ethyl 3-phenyl-2-propenoate
103-36-6

ethyl 3-phenyl-2-propenoate

Conditions
ConditionsYield
With potassium phosphate; [((ferrocenyl)(C(CH3)N(C6H4)CH3))PdCl(N,N'-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)]; tetrabutylammomium bromide In N,N-dimethyl-formamide at 140℃; for 4h; Heck reaction; Inert atmosphere;99%
With C17H19N5(2+)*2CF3O3S(1-); sodium acetate; palladium diacetate In N,N-dimethyl-formamide at 130℃; for 3.5h; Heck Reaction; Schlenk technique; Inert atmosphere;96%
With triethylamine In toluene at 80℃; for 10h; Heck Reaction;95%
2,3-dibromo-3-phenyl-propionic acid ethyl ester
5464-70-0

2,3-dibromo-3-phenyl-propionic acid ethyl ester

ethyl 3-phenyl-2-propenoate
103-36-6

ethyl 3-phenyl-2-propenoate

Conditions
ConditionsYield
With ammonium chloride; zinc In ethanol at 80℃; for 0.00833333h; microwave irradiation;98%
With potassium thioacyanate In tert-butyl alcohol for 15h; Heating;77%
With N,N,N,N,-tetramethylethylenediamine; sexithiophene In N,N-dimethyl-formamide for 1h; Inert atmosphere; Irradiation;68%
ethanol
64-17-5

ethanol

Cinnamic acid
621-82-9

Cinnamic acid

ethyl 3-phenyl-2-propenoate
103-36-6

ethyl 3-phenyl-2-propenoate

Conditions
ConditionsYield
With 4-methyl-morpholine; 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride for 2h;98%
With samarium(III) chloride at 80℃; for 96h; sealed tube; Inert atmosphere;96%
With methanesulfonic acid at 30 - 35℃; for 15h;95%
ethyl acrylate
140-88-5

ethyl acrylate

benzene
71-43-2

benzene

ethyl 3-phenyl-2-propenoate
103-36-6

ethyl 3-phenyl-2-propenoate

Conditions
ConditionsYield
With tert.-butylhydroperoxide In acetic acid at 100℃; for 18h; Reagent/catalyst; Heck Reaction; Schlenk technique;98%
With trans-Pd(OAc)2(2,5-Mes2py)2; oxygen; acetic anhydride at 60℃; for 6h;74%
With 3,5-bis(trifluoromethyl)pyridin-2(1H)-one; silver(I) acetate; palladium diacetate In chloroform at 100℃; for 24h; Sealed tube; regioselective reaction;64%
[bis(acetoxy)iodo]benzene
3240-34-4

[bis(acetoxy)iodo]benzene

ethyl acrylate
140-88-5

ethyl acrylate

ethyl 3-phenyl-2-propenoate
103-36-6

ethyl 3-phenyl-2-propenoate

Conditions
ConditionsYield
With palladium diacetate; potassium carbonate In PEG-400 at 40℃; for 18h; Heck type coupling reaction; under air;98%
ethanol
64-17-5

ethanol

3-phenyl-propenal
104-55-2

3-phenyl-propenal

ethyl 3-phenyl-2-propenoate
103-36-6

ethyl 3-phenyl-2-propenoate

Conditions
ConditionsYield
With dihydrogen peroxide at 20℃; for 20h;98%
Stage #1: ethanol; 3-phenyl-propenal With tris(pentafluorophenyl)borate for 0.25h; Green chemistry;
Stage #2: With tert.-butylhydroperoxide In decane for 28h; Green chemistry;
87%
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; 1,3-bis-(2,6-diisopropylphenyl)-imidazol-2-ylidene In toluene at 100℃; for 4h; Inert atmosphere;86%
With dihydrogen peroxide at 60℃; for 3h;
benzenediazonium tetrafluoroborate
369-57-3

benzenediazonium tetrafluoroborate

ethyl acrylate
140-88-5

ethyl acrylate

ethyl 3-phenyl-2-propenoate
103-36-6

ethyl 3-phenyl-2-propenoate

Conditions
ConditionsYield
With polystyrene resin supported theophylline carbene PdI2 complex In ethanol at 25℃; for 1h; Catalytic behavior; Reagent/catalyst; Temperature; Green chemistry;98%
With palladium diacetate In water at 20℃; for 16h; Catalytic behavior; Reagent/catalyst; Heck Reaction;88%
In water at 40℃; for 4h;81%
ethyl 2,3-dibromo-3-phenylpropanoate
99570-23-7

ethyl 2,3-dibromo-3-phenylpropanoate

ethyl 3-phenyl-2-propenoate
103-36-6

ethyl 3-phenyl-2-propenoate

Conditions
ConditionsYield
With diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; sodium carbonate In dimethyl sulfoxide at 20℃; for 1.5h; Inert atmosphere; Irradiation;98%
4,4'-dimethylbenzoin
1218-89-9

4,4'-dimethylbenzoin

A

ethyl 3-phenyl-2-propenoate
103-36-6

ethyl 3-phenyl-2-propenoate

B

1,2-di(4-methylphenyl)-1,2-ethanedione
3457-48-5

1,2-di(4-methylphenyl)-1,2-ethanedione

Conditions
ConditionsYield
With 2,6-dimethylpyridine; 2,3-dibromo-3-phenyl-propionic acid ethyl ester; triphenylantimony dibromide In chloroform-d1 at 70℃; for 72h;A 95%
B 97%
(1S,2R)-1,2-diphenylethane-1,2-diol
579-43-1

(1S,2R)-1,2-diphenylethane-1,2-diol

ethyl (triphenylphosphoranylidene)acetate
1099-45-2

ethyl (triphenylphosphoranylidene)acetate

ethyl 3-phenyl-2-propenoate
103-36-6

ethyl 3-phenyl-2-propenoate

Conditions
ConditionsYield
With manganese(IV) oxide In dichloromethane at 20℃; for 3h; oxidative cleavage-Wittig process;97%
diazoacetic acid ethyl ester
623-73-4

diazoacetic acid ethyl ester

benzaldehyde
100-52-7

benzaldehyde

ethyl 3-phenyl-2-propenoate
103-36-6

ethyl 3-phenyl-2-propenoate

Conditions
ConditionsYield
With triphenylphosphine; ruthenium-salen complex In toluene at 60℃; for 3h;97%
With triphenylphosphine; 3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate; meso-tetrakis(tetraphenyl)porphyrin iron(III) chloride In dichloromethane at 80℃; for 1h;91%
With meso-tetraphenylporphyrin iron(III) chloride; triphenylphosphine In toluene at 80℃; Inert atmosphere;89%
ethyl 4-bromocinnamate
24393-53-1, 136265-11-7, 15795-20-7

ethyl 4-bromocinnamate

ethyl 3-phenyl-2-propenoate
103-36-6

ethyl 3-phenyl-2-propenoate

Conditions
ConditionsYield
Stage #1: ethyl 4-bromocinnamate With dichloro[1,1′-bis[bis(1,1-dimethylethyl)phosphino]ferrocene-P,P′]palladium; triethylamine In water at 20℃; for 0.0333333h;
Stage #2: With 1,1,3,3-Tetramethyldisiloxane for 0.05h;
97%
diethoxyphosphoryl-acetic acid ethyl ester
867-13-0

diethoxyphosphoryl-acetic acid ethyl ester

benzaldehyde
100-52-7

benzaldehyde

ethyl 3-phenyl-2-propenoate
103-36-6

ethyl 3-phenyl-2-propenoate

Conditions
ConditionsYield
With triethylamine; lithium bromide In tetrahydrofuran at 25℃; for 3h;96%
With potassium fluoride; tetrabutyl-ammonium chloride In acetonitrile at 100℃; for 24h;83%
With aluminum oxide; potassium fluoride at 20℃; for 18h;76%
benzaldehyde
100-52-7

benzaldehyde

Merrifield resin-bound-2,3,5,6-tetrafluorophenyl-ethyl(pentafluoropropyl)phosphonoacetate

Merrifield resin-bound-2,3,5,6-tetrafluorophenyl-ethyl(pentafluoropropyl)phosphonoacetate

ethyl 3-phenyl-2-propenoate
103-36-6

ethyl 3-phenyl-2-propenoate

Conditions
ConditionsYield
Stage #1: Merrifield resin-bound-2,3,5,6-tetrafluorophenyl-ethyl(pentafluoropropyl)phosphonoacetate With sodium hydride In tetrahydrofuran at 25℃; for 1h; Horner-Wadsworth-Emmons olefination;
Stage #2: benzaldehyde With sodium hydride In tetrahydrofuran at 25℃; for 14h; Further stages.;
96%
Cinnamic acid
621-82-9

Cinnamic acid

ethyl 3-phenyl-2-propenoate
103-36-6

ethyl 3-phenyl-2-propenoate

Conditions
ConditionsYield
With polyaniline-sulfate salt In ethanol for 24h; Heating / reflux;95%
ethyl trifluoroacetate,
383-63-1

ethyl trifluoroacetate,

1,4-diphenyl-3-butene-2-one
5409-59-6

1,4-diphenyl-3-butene-2-one

A

ethyl 3-phenyl-2-propenoate
103-36-6

ethyl 3-phenyl-2-propenoate

B

1,1,1-Trifluoro-3-phenylpropan-2-one
350-92-5

1,1,1-Trifluoro-3-phenylpropan-2-one

Conditions
ConditionsYield
Stage #1: ethyl trifluoroacetate, With sodium hydride In tetrahydrofuran at 20℃; for 0.166667h; Inert atmosphere; Schlenk technique;
Stage #2: 1,4-diphenyl-3-butene-2-one In tetrahydrofuran at 0℃; for 5h; Inert atmosphere; Schlenk technique; Reflux;
Stage #3: With hydrogenchloride In tetrahydrofuran; water at 0℃; for 0.25h; Inert atmosphere; Schlenk technique;
A 94%
B 95%
ethanol
64-17-5

ethanol

N,N-di(pyridin-2-yl)cinnamamide

N,N-di(pyridin-2-yl)cinnamamide

ethyl 3-phenyl-2-propenoate
103-36-6

ethyl 3-phenyl-2-propenoate

Conditions
ConditionsYield
With zinc trifluoromethanesulfonate at 20℃; Glovebox; Inert atmosphere; Solvolysis;95%
ethanol
64-17-5

ethanol

3-Phenylpropenol
104-54-1

3-Phenylpropenol

A

ethyl 3-phenyl-2-propenoate
103-36-6

ethyl 3-phenyl-2-propenoate

B

3-Phenyl-1-propanol
122-97-4

3-Phenyl-1-propanol

Conditions
ConditionsYield
With oxygen; potassium hydroxide In chloroform; water at 35℃; under 760.051 Torr; for 5h; Kinetics;A 94%
B 6%
benzaldehyde
100-52-7

benzaldehyde

ethyl bromoacetate
105-36-2

ethyl bromoacetate

ethyl 3-phenyl-2-propenoate
103-36-6

ethyl 3-phenyl-2-propenoate

Conditions
ConditionsYield
With sodium hydrogencarbonate; triphenylphosphine at 20℃; for 2h; Wittig reaction;93%
With disodium telluride In tetrahydrofuran at -20℃;60%
With 2,6-bis(3,4,5-trimethoxyphenyl)-[1,3,2]oxazaphospholo[2,3-b][1,3,2]oxazaphosphole; potassium carbonate In toluene at 50℃; for 12h; Reagent/catalyst; Temperature; Solvent; Wittig Olefination;57%
With cadmium 1.) glyme, 20 deg C, 2.) diethyl ether, reflux, 24 h; Yield given. Multistep reaction;
benzaldehyde
100-52-7

benzaldehyde

ethyl (triphenylphosphoranylidene)acetate
1099-45-2

ethyl (triphenylphosphoranylidene)acetate

ethyl 3-phenyl-2-propenoate
103-36-6

ethyl 3-phenyl-2-propenoate

Conditions
ConditionsYield
In water at 27℃; for 1.5h; Wittig reaction;93%
In water at 24.99℃; for 3h; Kinetics; Wittig reaction;92%
In ethanol Reflux;90%
ethyl acrylate
140-88-5

ethyl acrylate

phenylboronic acid
98-80-6

phenylboronic acid

ethyl 3-phenyl-2-propenoate
103-36-6

ethyl 3-phenyl-2-propenoate

Conditions
ConditionsYield
With polyaniline supported palladium In acetonitrile at 80℃; for 4h; Heck reaction; under air;93%
With 1,10-Phenanthroline In water; toluene at 110℃; for 3h; Heck Reaction;89%
With C16H14N2O4Pd; silver(I) acetate In 1-methyl-pyrrolidin-2-one at 90℃; for 6h;72%
With tert-butyl-amphos chloride; sodium dodecyl-sulfate; sodium carbonate; norborn-2-ene; chloro(1,5-cyclooctadiene)rhodium(I) dimer In water; toluene at 80℃;
With SBA-Rh In water; toluene at 100℃; for 3h; Heck reaction; Inert atmosphere;89 %Chromat.
ethanol
64-17-5

ethanol

3-Phenylpropenol
104-54-1

3-Phenylpropenol

ethyl 3-phenyl-2-propenoate
103-36-6

ethyl 3-phenyl-2-propenoate

Conditions
ConditionsYield
With dihydrogen peroxide for 3h; Irradiation;93%
With Au/CeO2; oxygen; caesium carbonate at 30℃; under 760.051 Torr; for 48h; Reagent/catalyst;
iodobenzene
591-50-4

iodobenzene

acrylic acid methyl ester
292638-85-8

acrylic acid methyl ester

ethyl 3-phenyl-2-propenoate
103-36-6

ethyl 3-phenyl-2-propenoate

Conditions
ConditionsYield
With potassium phosphate at 40℃; for 1h; Catalytic behavior; Heck Reaction;93%
hydrogen ethyl malonate
1071-46-1

hydrogen ethyl malonate

S-phenyl ethyl ammoniumacetate
72190-33-1

S-phenyl ethyl ammoniumacetate

benzaldehyde
100-52-7

benzaldehyde

A

ethyl 3-phenyl-2-propenoate
103-36-6

ethyl 3-phenyl-2-propenoate

B

ethyl N-[(S)-α-methylbenzyl]-β-amino-β-phenylpropionate

ethyl N-[(S)-α-methylbenzyl]-β-amino-β-phenylpropionate

Conditions
ConditionsYield
With NCI-88947 In ethanol for 10h; Heating;A 92%
B 4%
for 0.166667h; Rodionov reaction; Irradiation;A 67%
B 19%
Triethyl orthoacetate
78-39-7

Triethyl orthoacetate

Cinnamic acid
621-82-9

Cinnamic acid

ethyl 3-phenyl-2-propenoate
103-36-6

ethyl 3-phenyl-2-propenoate

Conditions
ConditionsYield
microwave irradiation;92%
3-ethoxy-1-phenyl-prop-2-yn-1-ol
99865-03-9

3-ethoxy-1-phenyl-prop-2-yn-1-ol

ethyl 3-phenyl-2-propenoate
103-36-6

ethyl 3-phenyl-2-propenoate

Conditions
ConditionsYield
With ethanol; camphor-10-sulfonic acid; silver hexafluoroantimonate; gold(I) chloride In tetrahydrofuran; dichloromethane at 20℃; Meyer-Schuster reaction;92%
With boron trifluoride diethyl etherate In 1,4-dioxane; ethanol at 20℃; Meyer-Schuster Rearrangement; Inert atmosphere;55%
diethyl benzalmalonate
5292-53-5

diethyl benzalmalonate

ethyl 3-phenyl-2-propenoate
103-36-6

ethyl 3-phenyl-2-propenoate

Conditions
ConditionsYield
With stearic acid; tetrabutyl phosphonium bromide at 200℃; for 16h;91%
chlorobenzene
108-90-7

chlorobenzene

ethyl acrylate
140-88-5

ethyl acrylate

ethyl 3-phenyl-2-propenoate
103-36-6

ethyl 3-phenyl-2-propenoate

Conditions
ConditionsYield
With C128H58Cl2O2P4Pd; potassium carbonate In methanol at 60℃; Reagent/catalyst; Heck Reaction; Inert atmosphere; Schlenk technique;91%
With [Pd(3-((1-ethyl-1H-benzimidazol-2-yl)methyl)-1-((6-methylpyridin-2-yl)-methyl)benzimidazolylidene)2](PF6)2; potassium carbonate In N,N-dimethyl-formamide at 100℃; for 24h; Inert atmosphere; Schlenk technique;90%
With C34H29Br3OP2Pd; potassium carbonate In N,N-dimethyl-formamide at 130℃; for 6h; Catalytic behavior; Reagent/catalyst; Heck Reaction; Inert atmosphere; Schlenk technique;88%
ethyl 3-phenyl-2-propenoate
103-36-6

ethyl 3-phenyl-2-propenoate

ethyl dihydrocinnamate
2021-28-5

ethyl dihydrocinnamate

Conditions
ConditionsYield
With cyclohexene In ethanol at 70℃; for 14h; Inert atmosphere;100%
With hydrogen; polysilane-supported palladium In hexane at 20℃; for 2h;100%
With hydrogen In neat (no solvent) at 50℃; for 5h; Catalytic behavior; Temperature; Flow reactor;100%
ethyl 3-phenyl-2-propenoate
103-36-6

ethyl 3-phenyl-2-propenoate

2,3-dibromo-3-phenyl-propionic acid ethyl ester
5464-70-0

2,3-dibromo-3-phenyl-propionic acid ethyl ester

Conditions
ConditionsYield
With bromine In various solvent(s) for 1h; Ambient temperature;100%
With tetrachloromethane; bromine
With bromine inactive substance;
ethyl 3-phenyl-2-propenoate
103-36-6

ethyl 3-phenyl-2-propenoate

ethyl 3-phenylglycidate
121-39-1

ethyl 3-phenylglycidate

Conditions
ConditionsYield
With 3,3-dimethyldioxirane In acetone at 20℃; for 24h;100%
With dihydrogen peroxide; acetic acid In acetonitrile for 1h; enantioselective reaction;92%
With water; fluorine In acetonitrile for 0.0166667h;80%
ethyl 3-phenyl-2-propenoate
103-36-6

ethyl 3-phenyl-2-propenoate

3-Phenylpropenol
104-54-1

3-Phenylpropenol

3-phenyl-2-propen-1-yl 3-phenylacrylate
40918-97-6, 61019-10-1, 122-69-0

3-phenyl-2-propen-1-yl 3-phenylacrylate

Conditions
ConditionsYield
[Cl(C6F13C2H4)2SnOSn(C2H4C6F13)2Cl]2 In toluene at 150℃; for 16h;100%
ethyl 3-phenyl-2-propenoate
103-36-6

ethyl 3-phenyl-2-propenoate

benzyl alcohol
100-51-6

benzyl alcohol

benzy cinnamate
103-41-3

benzy cinnamate

Conditions
ConditionsYield
[Cl(C6F13C2H4)2SnOSn(C2H4C6F13)2Cl]2 In toluene at 150℃; for 16h;100%
ethyl 3-phenyl-2-propenoate
103-36-6

ethyl 3-phenyl-2-propenoate

3-Phenylpropenol
104-54-1

3-Phenylpropenol

A

ethanol
64-17-5

ethanol

B

3-phenyl-2-propen-1-yl 3-phenylacrylate
40918-97-6, 61019-10-1, 122-69-0

3-phenyl-2-propen-1-yl 3-phenylacrylate

Conditions
ConditionsYield
2[{Cl(C6F13CH2CH2)2SnOSn(CH2CH2C6F13)2Cl}2] In various solvent(s) at 150℃; for 16h;A n/a
B 99%
ethyl 3-phenyl-2-propenoate
103-36-6

ethyl 3-phenyl-2-propenoate

3-Phenylpropenol
104-54-1

3-Phenylpropenol

Conditions
ConditionsYield
Stage #1: ethyl 3-phenyl-2-propenoate With C48H62ErN7O2Si2; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane In toluene at 110℃; for 6h; Inert atmosphere;
Stage #2: With silica gel In methanol at 60℃; for 3h; Inert atmosphere;
99%
With bis(acetylacetonato)dioxidomolybdenum(VI); 1,1,3,3-Tetramethyldisiloxane; Triphenylphosphine oxide In toluene at 100℃; for 72h; Inert atmosphere; Sealed tube;82%
With potassium borohydride; lithium chloride for 0.0833333h; microwave irradiation;55 % Chromat.
ethyl 3-phenyl-2-propenoate
103-36-6

ethyl 3-phenyl-2-propenoate

cinnamamide
621-79-4

cinnamamide

Conditions
ConditionsYield
With magnesium nitride In methanol at 80℃; for 24h;99%
With ammonium chloride; magnesium methanolate In methanol at 80℃; for 24h; Inert atmosphere;87%
With ammonia; calcium chloride In methanol at 80℃; under 1275.13 Torr; for 24h; Inert atmosphere;85%
ethyl 3-phenyl-2-propenoate
103-36-6

ethyl 3-phenyl-2-propenoate

ethyl 3-phenylpropanoate-α,β-d2

ethyl 3-phenylpropanoate-α,β-d2

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrogen chloride; zinc In water-d2 at 20℃;98%
With water-d2 for 6h; Milling; Green chemistry;98%
Stage #1: ethyl 3-phenyl-2-propenoate With samarium diiodide In tetrahydrofuran at 20℃; for 0.5h; Inert atmosphere;
Stage #2: With water-d2 In tetrahydrofuran Inert atmosphere;
93%
ethyl 3-phenyl-2-propenoate
103-36-6

ethyl 3-phenyl-2-propenoate

acetic anhydride
108-24-7

acetic anhydride

syn-3-ethoxy-3-oxo-1-phenylpropane-1,2-diyl diacetate

syn-3-ethoxy-3-oxo-1-phenylpropane-1,2-diyl diacetate

Conditions
ConditionsYield
Stage #1: ethyl 3-phenyl-2-propenoate With 4-tolyl iodide; boron trifluoride diethyl etherate; water; 3-chloro-benzenecarboperoxoic acid In acetic acid at 20℃; for 48h;
Stage #2: acetic anhydride In acetic acid at 20℃; optical yield given as %de; diastereoselective reaction;
98%
ethyl 3-phenyl-2-propenoate
103-36-6

ethyl 3-phenyl-2-propenoate

aniline
62-53-3

aniline

4-phenyl-2-quinolinone
5855-57-2

4-phenyl-2-quinolinone

Conditions
ConditionsYield
Stage #1: aniline With acetic anhydride In toluene at 20℃; for 0.0833333h; Schlenk technique; Inert atmosphere;
Stage #2: ethyl 3-phenyl-2-propenoate With sodium persulfate; palladium diacetate; toluene-4-sulfonic acid In toluene at 100℃; for 36h; Schlenk technique; Inert atmosphere;
98%
ethyl 3-phenyl-2-propenoate
103-36-6

ethyl 3-phenyl-2-propenoate

bis(pinacol)diborane
73183-34-3

bis(pinacol)diborane

ethyl dihydrocinnamate
2021-28-5

ethyl dihydrocinnamate

Conditions
ConditionsYield
With methanol; copper(l) iodide; caesium carbonate In tetrahydrofuran at 20℃; for 30h; Inert atmosphere; chemoselective reaction;98%
ethyl 3-phenyl-2-propenoate
103-36-6

ethyl 3-phenyl-2-propenoate

lithium dimethylcuprate
15681-48-8

lithium dimethylcuprate

Conditions
ConditionsYield
With chloro-trimethyl-silane In diethyl ether for 2h; -78 deg C to 20 deg C;97%
In diethyl ether Product distribution; -78 deg C to 20 deg C, 2h; with and without addition of Me3SiCl;
ethyl 3-phenyl-2-propenoate
103-36-6

ethyl 3-phenyl-2-propenoate

Diphenylphosphine oxide
4559-70-0

Diphenylphosphine oxide

3-(Diphenyl-phosphinoyl)-3-phenyl-propionic acid ethyl ester
145290-30-8

3-(Diphenyl-phosphinoyl)-3-phenyl-propionic acid ethyl ester

Conditions
ConditionsYield
With potassium hydroxide; potassium carbonate In benzene for 0.25h; Ambient temperature;97%
With (1S,2S)-1,2-Cy[NC(Me)CHC(Me)N(2,6-Et2C6H3)]2YN(SiMe3)2 In toluene at 20℃; for 1h; Schlenk technique; Inert atmosphere; regioselective reaction;95%
methanol
67-56-1

methanol

ethyl 3-phenyl-2-propenoate
103-36-6

ethyl 3-phenyl-2-propenoate

methyl cinnamate
103-26-4

methyl cinnamate

Conditions
ConditionsYield
scandium tris(trifluoromethanesulfonate) at 64℃; for 65h;97%
With sodium methylate at 60℃;88.1%

103-36-6Upstream product

103-36-6Related news

High-yield synthesis of bioactive Ethyl cinnamate (cas 103-36-6) by enzymatic esterification of cinnamic acid08/11/2019

In this paper, Lipozyme TLIM-catalyzed synthesis of ethyl cinnamate through esterification of cinnamic acid with ethanol was studied. In order to increase the yield of ethyl cinnamate, several media, including acetone, isooctane, DMSO and solvent-free medium, were investigated in this reaction. ...detailed

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