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inquiryProduct name Ethyl 4-bromoacetoacetate CAS 13176-46-0 Molecular Formula C6H9BrO3 Appearance:Colorless clear liquid Storage:Preserve in well-closed, light-r
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inquiryEthyl 4-bromoacetoacetate Chemical Properties Boiling point 231.6 °C density 1.511 refractive index 1.5281 (estimate) storage temp. Keep in dark place,Sealed in dry,2-8°C pka 9.56±0.46(Predicted) Safety Information H
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inquiryhigh purity lowest priceAppearance:solid or liquid Storage:in sealed air resistant place Package:drum and bag Application:for pharma use Transportation:by sea or air Port:Beijing or Guangzhou
C-5317 Ethyl 4-bromoacetoacetate M.F:C6H9BrO3Appearance:Colorless, transparent liquid Package:on yr requirement
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inquiryhigh quality Storage:Sealed, dry, microtherm , avoid light and smell. Package:According to the demand of customer Application:Organic synthesis Transportation:by air or by sea
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inquiryethyl acetoacetate
4-bromoethyl acetoacetate
Conditions | Yield |
---|---|
With bromine In dichloromethane at -5 - 5℃; for 2h; | 92.54% |
With bromine; acetic acid at 0℃; for 1.16667h; | 85% |
With bromine; acetic acid at 0℃; for 1.16667h; | 85% |
Conditions | Yield |
---|---|
Stage #1: ethyl acetoacetate With bromine In acetic acid at 20℃; for 0.5h; Stage #2: With hydroquinone In acetic acid at 20℃; for 1h; Further stages.; | A 90% B 3% |
With bromine In acetic acid at 20℃; for 3h; |
Conditions | Yield |
---|---|
Stage #1: 4-methyleneoxetan-2-one With bromine In dichloromethane at -20 - -10℃; Inert atmosphere; Stage #2: ethanol With pyridine In dichloromethane at -10 - 20℃; for 1h; Inert atmosphere; | 84% |
With bromine 1.) CCl4; Multistep reaction; | |
With bromine at -30 - 5℃; for 1h; |
ethyl bromoacetate
4-bromoethyl acetoacetate
Conditions | Yield |
---|---|
With isopropylmagnesium bromide In diethyl ether | 77% |
With samarium diiodide In tetrahydrofuran at -78℃; | 45% |
ethyl 2-bromoacetoacetate
4-bromoethyl acetoacetate
Conditions | Yield |
---|---|
zur Umlagerung ist ausser der Anwesenheit von HBr auch Belichtung oder Gegenwart von Luftsauerstoff oder Peroxyd erforderlich; | |
Bildung durch Umlagerung; | |
With hydrogen bromide; acetic acid at 100℃; |
Conditions | Yield |
---|---|
With diethyl ether; iodine; magnesium Zersetzung des Reaktionsprodukts mit Schwefelsaeure; |
n-butyllithium
ethyl bromoacetate
A
1-bromo-2-hexanone
B
4-bromoethyl acetoacetate
C
ethyl acetoacetate
D
succinic acid diethyl ester
Conditions | Yield |
---|---|
With methanol In hexane at -60 - -50℃; for 1h; Product distribution; other temp.: -78 deg C; |
water
bromine
ethyl acetoacetate
A
ethyl 2-bromoacetoacetate
B
4-bromoethyl acetoacetate
Conditions | Yield |
---|---|
With diethyl ether |
ethyl bromoacetate
A
4-bromoethyl acetoacetate
Conditions | Yield |
---|---|
With aluminium; xylene |
ethyl acetoacetate
A
ethyl 2-bromoacetoacetate
B
4-bromoethyl acetoacetate
C
ethyl 2,2-dibromoacetoacetate
Conditions | Yield |
---|---|
With bromine In acetic acid at 20℃; for 0.0166667h; |
ethyl acetoacetate
A
ethyl 2-bromoacetoacetate
B
4-bromoethyl acetoacetate
Conditions | Yield |
---|---|
With N-Bromosuccinimide In diethyl ether at 30℃; for 3h; UV-irradiation; |
acetoacetic acid methyl ester
4-bromoethyl acetoacetate
Conditions | Yield |
---|---|
With bromine In chloroform at 0 - 20℃; for 17.5h; Inert atmosphere; |
Conditions | Yield |
---|---|
In ethanol for 2h; Heating / reflux; | 100% |
4-bromoethyl acetoacetate
tert-butyl 1-methyl-2-oxoindolin-3-ylidenecarbamate
tert-butyl (R)-[3-(2-ethoxy-4-oxo-4,5-dihydrofuran-3-yl)-1-methyl-2-oxoindolin-3-yl]carbamate
Conditions | Yield |
---|---|
With C31H26F6N4O2; sodium carbonate In dichloromethane at 25℃; for 48h; Reagent/catalyst; Solvent; Time; Mannich Aminomethylation; enantioselective reaction; | 98% |
With sodium carbonate In dichloromethane at 25℃; for 48h; enantioselective reaction; | 92% |
With C31H26F6N4O2; sodium carbonate In dichloromethane at 25℃; for 48h; Reagent/catalyst; Solvent; enantioselective reaction; | 92% |
4-bromoethyl acetoacetate
triphenylphosphine
(3-Ethoxycarbonyl-2-oxo-propyl)-triphenyl-phosphonium; bromide
Conditions | Yield |
---|---|
In benzene for 18h; Ambient temperature; | 97% |
for 24h; |
4-bromoethyl acetoacetate
tert-butyl 5-methoxy-1-methyl-2-oxoindolin-3-ylidenecarbamate
tert-butyl (R)-[3-(2-ethoxy-4-oxo-4,5-dihydrofuran-3-yl)-5-methoxy-1-methyl-2-oxoindolin-3-yl]carbamate
Conditions | Yield |
---|---|
With C31H26F6N4O2; sodium carbonate In dichloromethane at 25℃; for 48h; Mannich Aminomethylation; enantioselective reaction; | 97% |
With sodium carbonate In dichloromethane at 25℃; for 48h; enantioselective reaction; | 97% |
4-bromoethyl acetoacetate
tert-butyl 5-bromo-1-methyl-2-oxoindolin-3-ylidenecarbamate
tert-butyl (R)-[5-bromo-3-(2-ethoxy-4-oxo-4,5-dihydrofuran-3-yl)-1-methyl-2-oxoindolin-3-yl]carbamate
Conditions | Yield |
---|---|
With C31H26F6N4O2; sodium carbonate In dichloromethane at 25℃; for 48h; Mannich Aminomethylation; enantioselective reaction; | 97% |
With sodium carbonate In dichloromethane at 25℃; for 48h; enantioselective reaction; | 97% |
With C31H26F6N4O2; sodium carbonate In dichloromethane at 25℃; for 48h; enantioselective reaction; | 97% |
4-bromoethyl acetoacetate
tert-butyl 7-fluoro-1-methyl-2-oxoindolin-3-ylidenecarbamate
tert-butyl (R)-[3-(2-ethoxy-4-oxo-4,5-dihydrofuran-3-yl)-7-fluoro-1-methyl-2-oxoindolin-3-yl]carbamate
Conditions | Yield |
---|---|
With C31H26F6N4O2; sodium carbonate In dichloromethane at 25℃; for 48h; Mannich Aminomethylation; enantioselective reaction; | 97% |
With sodium carbonate In dichloromethane at 25℃; for 48h; enantioselective reaction; | 97% |
With C31H26F6N4O2; sodium carbonate In dichloromethane at 25℃; for 48h; enantioselective reaction; | 97% |
4-bromoethyl acetoacetate
tert-butyl 7-chloro-1-methyl-2-oxoindolin-3-ylidenecarbamate
tert-butyl (R)-[7-chloro-3-(2-ethoxy-4-oxo-4,5-dihydrofuran-3-yl)-1-methyl-2-oxoindolin-3-yl]carbamate
Conditions | Yield |
---|---|
With C31H26F6N4O2; sodium carbonate In dichloromethane at 25℃; for 48h; Mannich Aminomethylation; enantioselective reaction; | 97% |
With sodium carbonate In dichloromethane at 25℃; for 48h; enantioselective reaction; | 97% |
With C31H26F6N4O2; sodium carbonate In dichloromethane at 25℃; for 48h; enantioselective reaction; | 97% |
4-bromoethyl acetoacetate
tert-butyl 7-bromo-1-methyl-2-oxoindolin-3-ylidenecarbamate
tert-butyl (R)-[7-bromo-3-(2-ethoxy-4-oxo-4,5-dihydrofuran-3-yl)-1-methyl-2-oxoindolin-3-yl]carbamate
Conditions | Yield |
---|---|
With C31H26F6N4O2; sodium carbonate In dichloromethane at 25℃; for 48h; Mannich Aminomethylation; enantioselective reaction; | 97% |
With sodium carbonate In dichloromethane at 25℃; for 48h; enantioselective reaction; | 97% |
With C31H26F6N4O2; sodium carbonate In dichloromethane at 25℃; for 48h; enantioselective reaction; | 97% |
4-bromoethyl acetoacetate
C15H15F3N2O3
tert-butyl (R)-[3-(2-ethoxy-4-oxo-4,5-dihydrofuran-3-yl)-1-methyl-2-oxo-7-(trifluoromethyl)indolin-3-yl]carbamate
Conditions | Yield |
---|---|
With C31H26F6N4O2; sodium carbonate In dichloromethane at 25℃; for 48h; Mannich Aminomethylation; enantioselective reaction; | 97% |
With sodium carbonate In dichloromethane at 25℃; for 48h; enantioselective reaction; | 97% |
With C31H26F6N4O2; sodium carbonate In dichloromethane at 25℃; for 48h; enantioselective reaction; | 97% |
4-bromoethyl acetoacetate
tert-butyl 5-methoxy-1-methyl-2-oxoindolin-3-ylidenecarbamate
tert-butyl (R)-[3-(2-ethoxy-4-oxo-4,5-dihydrofuran-3-yl)-1,5-dimethyl-2-oxoindolin-3-yl]carbamate
Conditions | Yield |
---|---|
With C31H26F6N4O2; sodium carbonate In dichloromethane at 25℃; for 48h; enantioselective reaction; | 97% |
4-bromoethyl acetoacetate
triphenyl-arsane
Conditions | Yield |
---|---|
at 80℃; for 2h; | 96% |
4-bromoethyl acetoacetate
tert-butyl (5-chloro-1-methyl-2-oxoindolin-3-ylidene)carbamate
tert-butyl (R)-[5-chloro-3-(2-ethoxy-4-oxo-4,5-dihydrofuran-3-yl)-1-methyl-2-oxoindolin-3-yl]carbamate
Conditions | Yield |
---|---|
With C31H26F6N4O2; sodium carbonate In dichloromethane at 25℃; for 48h; Mannich Aminomethylation; enantioselective reaction; | 96% |
With sodium carbonate In dichloromethane at 25℃; for 48h; enantioselective reaction; | 96% |
With C31H26F6N4O2; sodium carbonate In dichloromethane at 25℃; for 48h; enantioselective reaction; | 96% |
4-bromoethyl acetoacetate
tert-butyl 6-chloro-1-methyl-2-oxoindolin-3-ylidenecarbamate
tert-butyl (R)-[6-chloro-3-(2-ethoxy-4-oxo-4,5-dihydrofuran-3-yl)-1-methyl-2-oxoindolin-3-yl]carbamate
Conditions | Yield |
---|---|
With C31H26F6N4O2; sodium carbonate In dichloromethane at 25℃; for 48h; Mannich Aminomethylation; enantioselective reaction; | 96% |
With sodium carbonate In dichloromethane at 25℃; for 48h; enantioselective reaction; | 96% |
With C31H26F6N4O2; sodium carbonate In dichloromethane at 25℃; for 48h; enantioselective reaction; | 96% |
4-bromoethyl acetoacetate
tert-butyl 6-bromo-1-methyl-2-oxoindolin-3-ylidenecarbamate
tert-butyl (R)-[6-bromo-3-(2-ethoxy-4-oxo-4,5-dihydrofuran-3-yl)-1-methyl-2-oxoindolin-3-yl]carbamate
Conditions | Yield |
---|---|
With C31H26F6N4O2; sodium carbonate In dichloromethane at 25℃; for 48h; Mannich Aminomethylation; enantioselective reaction; | 96% |
With sodium carbonate In dichloromethane at 25℃; for 48h; enantioselective reaction; | 96% |
With C31H26F6N4O2; sodium carbonate In dichloromethane at 25℃; for 48h; enantioselective reaction; | 96% |
N-phenyl-maleimide
4-bromoethyl acetoacetate
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 25℃; for 2h; Michael Addition; | 96% |
N-phenylmaleimide
4-bromoethyl acetoacetate
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 20℃; for 2h; Michael Addition; | 96% |
4-bromoethyl acetoacetate
S-tert-butyl sodium trithiocarbonate
4-tert-Butylsulfanylthiocarbonylsulfanyl-3-oxo-butyric acid ethyl ester
Conditions | Yield |
---|---|
In acetone for 2h; Ambient temperature; | 95% |
4-bromoethyl acetoacetate
(S)-4-bromo-3-hydroxy-butyric acid ethyl ester
Conditions | Yield |
---|---|
With D-glucose; broth E. coli HB101; pNTS1G; NADP In various solvent(s) at 30℃; for 20h; pH=6.5; Enzymatic reaction; | 95% |
Daucas carota root; extract of In water at 37 - 40℃; for 62h; pH=7.0; Conversion of starting material; Enzymatic reaction; Aqueous phosphate buffer; | 53% |
With yeast pH=8 and further enzymes; |
4-bromoethyl acetoacetate
C15H18N2O3
tert-butyl (R)-[3-(2-ethoxy-4-oxo-4,5-dihydrofuran-3-yl)-1,7-dimethyl-2-oxoindolin-3-yl]carbamate
Conditions | Yield |
---|---|
With C31H26F6N4O2; sodium carbonate In dichloromethane at 25℃; for 48h; Mannich Aminomethylation; enantioselective reaction; | 95% |
With sodium carbonate In dichloromethane at 25℃; for 48h; enantioselective reaction; | 95% |
With C31H26F6N4O2; sodium carbonate In dichloromethane at 25℃; for 48h; enantioselective reaction; | 95% |
2-aminopyridine
4-bromoethyl acetoacetate
imidazo[1,2-α]pyridin-3-yl-acetic acid ethyl ester
Conditions | Yield |
---|---|
In 1,4-dioxane; water at 20 - 70℃; for 3.5h; Temperature; Time; Concentration; Reagent/catalyst; | 94.1% |
4-bromoethyl acetoacetate
1-((10-ethyl-10H-phenothiazin-3-yl)methylidene)thiosemicarbazide
ethyl 2-(2-(2-((10-ethyl-10H-phenothiazin-3-yl)-methylene)hydrazinyl)thiazol-4-yl)acetate
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 60℃; under 1275.13 Torr; for 1.5h; Hantzsch cyclization; Microwave irradiation; | 94% |
4-bromoethyl acetoacetate
4-bromo-2-diazo-3-oxobutyric acid ethyl ester
Conditions | Yield |
---|---|
With 4-acetamidobenzenesulfonyl azide; tert-butylamine In tetrahydrofuran at 25℃; Inert atmosphere; | 94% |
4-bromoethyl acetoacetate
tert-butyl (2-oxo-1-phenylindolin-3-ylidene)carbamate
tert-butyl (R)-[3-(2-ethoxy-4-oxo-4,5-dihydrofuran-3-yl)-2-oxo-1-phenylindolin-3-yl]carbamate
Conditions | Yield |
---|---|
With C31H26F6N4O2; sodium carbonate In dichloromethane at 25℃; for 48h; Mannich Aminomethylation; enantioselective reaction; | 93% |
With sodium carbonate In dichloromethane at 25℃; for 48h; enantioselective reaction; | 93% |
With C31H26F6N4O2; sodium carbonate In dichloromethane at 25℃; for 48h; enantioselective reaction; | 93% |
4-bromoethyl acetoacetate
tert-butyl 1,5-dimethyl-2-oxoindolin-3-ylidenecarbamate
tert-butyl (R)-[3-(2-ethoxy-4-oxo-4,5-dihydrofuran-3-yl)-1,5-dimethyl-2-oxoindolin-3-yl]carbamate
Conditions | Yield |
---|---|
With C31H26F6N4O2; sodium carbonate In dichloromethane at 25℃; for 48h; Mannich Aminomethylation; enantioselective reaction; | 93% |
With sodium carbonate In dichloromethane at 25℃; for 48h; enantioselective reaction; | 93% |
With C31H26F6N4O2; sodium carbonate In dichloromethane at 25℃; for 48h; enantioselective reaction; | 93% |
4-bromoethyl acetoacetate
ethyl α,γ-dibromoacetoacetate
Conditions | Yield |
---|---|
With pyrrolidone hydrotribromide In tetrahydrofuran for 3h; | 91% |
Conditions | Yield |
---|---|
With sodium carbonate; Quinine In chloroform at 0℃; for 24h; enantioselective reaction; | 91% |
4-bromoethyl acetoacetate
(2-nitroethenyl)benzene
(R)-5-ethoxy-4-(2-nitro-1-phenylethyl)furan-3(2H)-one
Conditions | Yield |
---|---|
With 1-(3,5-bis(trifluoromethyl)phenyl)-3-((2R,3R)-3-((tert-butyldimethylsilyl)oxy)-1-(piperidin-1-yl)butan-2-yl)thiourea; ammonium carbonate In toluene at 20℃; for 24h; Feist-Benary synthesis; optical yield given as %ee; enantioselective reaction; | 90% |
Conditions | Yield |
---|---|
Stage #1: 4-bromoethyl acetoacetate With sodium azide In ethanol at 20℃; for 0.166667h; Pechmann Condensation; Stage #2: phosphorous acid trimethyl ester With iodine In ethanol at 20℃; for 0.333333h; Pechmann Condensation; Stage #3: 2,4-Xylenol In ethanol for 3h; Pechmann Condensation; Reflux; | 90% |
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