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inquiryProduct Name Cinnamic Acid Synonyms 3-phenylpropenoic acid;Phenylacrylic acid;(E)-3-phenyl-2-propenoic acid; Trans-Cinnamic Acid
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Cinnamic acid Basic information Product Name: Cinnamic acid Synonyms: BETA-PHENYLACRYLIC ACID;CINNAMIC ACID, TRANS-;CINNAMIC ACID;FEMA 2288;2-PROPENOIC ACID, 3-PHENYL-, (2E)-;AKOS B00422
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allyl cinnamate
Cinnamic acid
Conditions | Yield |
---|---|
With [2-(dicyclohexylphosphino)ethyl]trimethylammonium chloride; phenylsilane In tetrahydrofuran; water at 20℃; for 2h; Inert atmosphere; | 100% |
Stage #1: allyl cinnamate With sodium tetrahydroborate In dimethyl sulfoxide at 20℃; Stage #2: With hydrogenchloride; water In dimethyl sulfoxide for 0.5h; chemoselective reaction; | 87% |
C23H18O3
Cinnamic acid
Conditions | Yield |
---|---|
With potassium phosphate; tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; ascorbic acid In water; acetonitrile at 20℃; for 1h; Irradiation; | 100% |
With 2-H-1,3-di-tert-butyl-1,3,2-diazaphosphorinane; 2,2'-azobis(isobutyronitrile); 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane In toluene at 90℃; for 12h; chemoselective reaction; | 71% |
Cinnamic acid
Conditions | Yield |
---|---|
With potassium phosphate; tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; ascorbic acid In water; acetonitrile at 20℃; for 2h; Irradiation; | 100% |
Conditions | Yield |
---|---|
With PNODAM-5 catalyst; triethylamine In n-heptane; N,N-dimethyl acetamide at 100℃; for 22h; Heck reaction; | 99% |
With tetrabutyl ammonium fluoride; palladium diacetate; potassium carbonate at 70℃; for 18h; Heck reaction; air; | 99% |
With potassium carbonate In water at 90℃; for 2h; Heck Reaction; Green chemistry; | 98% |
Conditions | Yield |
---|---|
With palladium diacetate; acetic anhydride; 2,3-dicyano-5,6-dichloro-p-benzoquinone In acetic acid at 90℃; for 27h; Heck reaction; | 99% |
With dihydrogen hexachloroplatinate; trifluoroacetic acid for 6h; Heating; | 6.5% |
Conditions | Yield |
---|---|
With palladium diacetate; potassium carbonate In PEG-400 at 60℃; for 18h; Heck type coupling reaction; under air; | 99% |
Conditions | Yield |
---|---|
With iodine; aluminium In acetonitrile at 80℃; for 18h; | 98% |
With potassium hydroxide In methanol at 35℃; for 0.416667h; | 96% |
With Dowex-50 In water for 12h; Heating; | 88% |
Conditions | Yield |
---|---|
With NAD; alcohol dehydrogenase HeADH-II from Halomonas elongata; NADH-oxidase from Lactobacillu spentosus; flavin-adenin dinucleotide, disodium salt In dimethyl sulfoxide for 4h; pH=8; Enzymatic reaction; | 98% |
With C30H24AgBr4N8(1+)*AgBr2(1-); potassium hydroxide In 1,2-dimethoxyethane at 60℃; for 24h; Molecular sieve; Schlenk technique; | 95% |
With potassium pyrosulfate; potassium aquapentachlororuthenate(III); potassium hydroxide at 20℃; for 0.5h; Catalytic behavior; Sonication; | 94% |
Conditions | Yield |
---|---|
Stage #1: acrylic acid With potassium tert-butylate In water at 20℃; for 0.166667h; Inert atmosphere; Stage #2: bromobenzene With C16H21Br2N3Pd In water at 120℃; for 24h; Mizoroki-Heck reaction; Inert atmosphere; Sealed tube; | 98% |
With potassium carbonate In water at 90℃; for 1.5h; Heck Reaction; Green chemistry; | 98% |
With potassium carbonate In water for 2.5h; Heck Reaction; Reflux; Green chemistry; | 98% |
Conditions | Yield |
---|---|
With 2-carbamoylhydrazine-1-sulfonic acid In neat (no solvent) at 110℃; for 0.416667h; Reagent/catalyst; Temperature; Solvent; Green chemistry; | 98% |
With lemon juice In water at 20℃; for 0.25h; Reagent/catalyst; Knoevenagel Condensation; Sonication; Green chemistry; | 98% |
Conditions | Yield |
---|---|
With triton-B adsorbed on flyash In neat (no solvent) at 40℃; for 0.00833333h; Microwave irradiation; Green chemistry; | 97% |
With 1,4-diaza-bicyclo[2.2.2]octane In N,N-dimethyl-formamide at 100 - 110℃; for 1.33333h; Catalytic behavior; Solvent; Knoevenagel-Doebner-Stobbe Reaction; | 95% |
With piperidine; pyridine for 2h; Knoevenagel Condensation; Reflux; | 91% |
Conditions | Yield |
---|---|
With C4H11FeMo6NO24(3-)*3C16H36N(1+); water; oxygen; sodium carbonate at 50℃; under 760.051 Torr; for 8h; Green chemistry; | 97% |
With carbon dioxide; potassium carbonate; 1,3-bis(mesityl)imidazolium chloride In dimethyl sulfoxide at 20℃; under 760.051 Torr; for 96h; | 95% |
With tert.-butylhydroperoxide; ammonium cerium (IV) nitrate In water; acetonitrile at 20℃; for 13h; chemoselective reaction; | 94% |
Conditions | Yield |
---|---|
With C16H21Br2N3Pd; potassium tert-butylate; water at 100℃; for 24h; Inert atmosphere; Sealed tube; | 97% |
diethoxyphosphoryl-acetic acid ethyl ester
3-phenyl-propenal
A
(2E)-ethyl 5-phenylpenta-2,4-dienoate
B
Cinnamic acid
Conditions | Yield |
---|---|
Stage #1: diethoxyphosphoryl-acetic acid ethyl ester; 3-phenyl-propenal 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 96% B n/a |
Conditions | Yield |
---|---|
With alum supported cesium carbonate In water at 100℃; for 0.0833333h; Knoevenagel Condensation; Sealed tube; Microwave irradiation; Green chemistry; | 96% |
3-phenyl-N-(quinolin-8-yl)acrylamide
Cinnamic acid
Conditions | Yield |
---|---|
With trifluoroacetic acid In water; toluene at 100℃; for 12h; Reagent/catalyst; Temperature; | 95% |
Conditions | Yield |
---|---|
With NaSiO(CH3)3 In tetrahydrofuran at 20℃; for 20h; | 94% |
In water at 250℃; for 1h; | 51 % Chromat. |
With sodium hydroxide In methanol; dichloromethane at 20℃; for 0.916667h; |
Conditions | Yield |
---|---|
With C16H21Br2N3Pd; potassium tert-butylate; water at 100℃; for 24h; Inert atmosphere; Sealed tube; | 94% |
Conditions | Yield |
---|---|
With water; potassium hydroxide In ethanol at 0 - 20℃; for 2h; | 94% |
Cinnamic acid
Conditions | Yield |
---|---|
With iron(III) chloride In dichloromethane at 20℃; for 0.0833333h; Inert atmosphere; Green chemistry; | 94% |
Conditions | Yield |
---|---|
With sodium hydroxide; sodium tetrahydroborate; 1,2-di(thiophen-2-yl)ditelluride In ethanol; water Ambient temperature; | 93% |
With iron(II) oxalate In N,N-dimethyl-formamide at 100℃; for 1.25h; | 93% |
With sodium tetrahydroborate; nickel dichloride In N,N-dimethyl-formamide for 0.25h; Yield given; |
2-tosylethyl 3-phenyl-2-propenoate
A
tolyl vinyl sulfone
B
Cinnamic acid
Conditions | Yield |
---|---|
With tetrabutyl ammonium fluoride In tetrahydrofuran at 0℃; for 1h; | A 92% B 93% |
benzy cinnamate
toluene
A
1-methyl-3-(phenylmethyl)-benzene
B
1-methyl-4-(phenylmethyl)benzene
C
2-benzyltoluene
D
Cinnamic acid
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate; water at 80℃; for 2h; regioselective reaction; | A n/a B n/a C n/a D 93% |
Conditions | Yield |
---|---|
With potassium hydroxide In water; N,N-dimethyl-formamide at 80℃; for 6h; Catalytic behavior; | 93% |
Conditions | Yield |
---|---|
With sodium hydroxide; Glyoxal; copper dichloride Heating; | 92% |
Conditions | Yield |
---|---|
With (2-hydroxyethyl)trimethylazanium urea chloride at 30℃; for 4h; Perkin reaction; | 92% |
With potassium acetate at 180℃; for 60h; Product distribution; var.alkali acetate; | 75% |
With potassium acetate at 180℃; for 1h; | 75% |
With potassium carbonate at 140℃; | 60% |
Conditions | Yield |
---|---|
With palladium diacetate; triethylamine; dicyclohexyl-carbodiimide; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In N,N-dimethyl-formamide at 100℃; for 20h; Reagent/catalyst; Inert atmosphere; Sealed tube; | 92% |
Conditions | Yield |
---|---|
Stage #1: carbon dioxide With o-phenylenebis(diphenylphosphine); copper(II) acetate monohydrate In 1,4-dioxane at 60℃; for 0.416667h; Schlenk technique; Stage #2: bromostyrene With palladium diacetate; triethylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In 1,4-dioxane; toluene at 100℃; for 16h; Schlenk technique; | 91% |
In N,N-dimethyl-formamide at 5℃; electrochemical oxidation; | 80% |
S-phenyl thiocinnamate
A
thiochromen-4-one
B
thiophenol
C
Cinnamic acid
Conditions | Yield |
---|---|
With aluminium trichloride In dichloromethane for 72h; Heating; | A 90% B 3% C 4% |
Conditions | Yield |
---|---|
With potassium hydroxide In water; N,N-dimethyl-formamide at 80℃; for 6h; | 90% |
Conditions | Yield |
---|---|
With di(benzothiazol-2-yl)disulfide; triethylamine; triphenylphosphine In dichloromethane; N,N-dimethyl-formamide for 4h; Ambient temperature; | 100% |
Stage #1: Cinnamic acid With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 3.5h; Stage #2: morpholine With triethylamine In dichloromethane at 20℃; | |
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In dichloromethane at 0 - 20℃; for 3h; |
Conditions | Yield |
---|---|
With diphosphorus tetraiodide In tetrachloromethane; dichloromethane Heating; | 100% |
Conditions | Yield |
---|---|
With methanesulfonic acid In dichloromethane at -40 - 0℃; for 4.5h; Esterification; | 100% |
thiazolidine-2-thione
Cinnamic acid
3-cinnamoylthiazolidine-2-thione
Conditions | Yield |
---|---|
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 2h; | 100% |
(S)-4-Benzyl-2-oxazolidinone
Cinnamic acid
(S)-4-benzyl-3-(6-(benzyloxy)hex-2-enoyl)oxazolidin-2-one
Conditions | Yield |
---|---|
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 6h; | 100% |
Cinnamic acid
(S)-4-benzylthiazolidin-2-thione
Conditions | Yield |
---|---|
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 2.5h; | 100% |
Conditions | Yield |
---|---|
With pyridine | 100% |
Stage #1: Cinnamic acid With sulfuryl dichloride In N,N-dimethyl-formamide for 4h; Reflux; Stage #2: 2-azidoethanol With pyridine In benzene at 20℃; for 12h; | 78% |
Conditions | Yield |
---|---|
With pyridine | 100% |
Stage #1: Cinnamic acid With sulfuryl dichloride In N,N-dimethyl-formamide for 4h; Reflux; Stage #2: propargyl alcohol With pyridine In benzene at 20℃; for 12h; | 83% |
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 0.416667h; Steglich Esterification; | 68% |
Conditions | Yield |
---|---|
With hydrogen; potassium hydroxide In water at 20℃; under 760.051 Torr; for 1h; Sealed tube; | 100% |
Conditions | Yield |
---|---|
With polyphosphate ester at 20℃; | 100% |
Stage #1: Cinnamic acid With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0℃; for 0.25h; Inert atmosphere; Stage #2: ethanethiol In dichloromethane at 0 - 20℃; Inert atmosphere; | 88% |
Conditions | Yield |
---|---|
With C28H28Cl2N4Pd; hydrogen at 30 - 35℃; under 760.051 Torr; for 8h; chemoselective reaction; | 100% |
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In acetone | 100% |
Stage #1: Cinnamic acid With potassium carbonate In butanone at 20℃; for 0.25h; Stage #2: α-bromoacetophenone In butanone at 80℃; | 86% |
With potassium carbonate In butanone for 12h; Reflux; |
Conditions | Yield |
---|---|
In methanol Inert atmosphere; | 100% |
Conditions | Yield |
---|---|
With thionyl chloride at 40℃; for 24h; | 99% |
With thionyl chloride In dichloromethane; benzene | 96.5% |
With thionyl chloride for 1h; Reflux; | 96.7% |
Conditions | Yield |
---|---|
With samarium diiodide; water In tetrahydrofuran for 1.33333h; Ambient temperature; | 99% |
With Pd(SIPr)(PCy3); hydrogen In methanol at 20℃; under 750.075 Torr; for 24h; | 99% |
With isopropyl alcohol; potassium hydroxide In water at 70℃; for 20h; | 99% |
Conditions | Yield |
---|---|
With TEA; diphenyl (2,3-dihydro-2-thioxo-3-benzoxazolyl)phosphonate In various solvent(s) for 2h; Ambient temperature; | 99% |
With 1-methyl-pyrrolidin-2-one; 3,3'-(phenylphosphinylidene)bis<2(3H)-benzothiazolone; triethylamine Ambient temperature; | 97% |
Stage #1: Cinnamic acid With 1,3,5-trichloro-2,4,6-triazine; potassium carbonate; triphenylphosphine at 20℃; for 0.166667h; Stage #2: cyclohexylamine at 20℃; for 0.333333h; | 95% |
Conditions | Yield |
---|---|
With 4-methyl-morpholine; 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride at 20℃; for 2h; Esterification; | 99% |
With thionyl chloride at 0 - 20℃; for 13.5h; | 99% |
With 4-methyl-morpholine; 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride for 2h; | 98% |
Conditions | Yield |
---|---|
With 4-methyl-morpholine; 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride at 20℃; for 2h; Esterification; | 99% |
Cinnamic acid
Conditions | Yield |
---|---|
With caesium carbonate; sodium iodide In acetonitrile at 20 - 40℃; Inert atmosphere; | 99% |
Cinnamic acid
Conditions | Yield |
---|---|
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 21h; Inert atmosphere; | 99% |
Conditions | Yield |
---|---|
With triethylamine for 1h; Heating; Inert atmosphere; Ionic liquid; | 99% |
With 1,1'-(hexane-1,6-diyl)bis(1,8-diazabicyclo[5.4.0]undec-7-enium) dichlorine In ethanol; water at 70℃; for 2.2h; Green chemistry; | 84% |
With triethylamine at 90℃; for 2h; | 62% |
With tetrabutylammomium bromide; potassium carbonate; potassium iodide In diethoxymethane at 80 - 85℃; for 6h; | 57% |
Conditions | Yield |
---|---|
With triethylamine for 1h; Heating; Inert atmosphere; Ionic liquid; | 99% |
Cinnamic acid
Conditions | Yield |
---|---|
In toluene byproducts: H2O, CO2; N2 or air, 1:1 mixt. refluxed at 120°C for 20 h; dried (vac.); | 99% |
Conditions | Yield |
---|---|
With [ReOCl2(1,2-bis(diphenylphosphino)ethane)]; hydrogen; potassium tetraphenylborate In toluene at 160℃; under 30003 Torr; for 24h; Autoclave; Inert atmosphere; | 99% |
With hydrogen In neat (no solvent) at 160℃; under 37503.8 Torr; for 24h; | 88% |
With samarium diiodide; water; triethylamine In tetrahydrofuran at 20℃; for 2h; Inert atmosphere; | 85% |
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