Conditions | Yield |
---|---|
With hydrogen bromide In diethyl ether at 0 - 5℃; for 12h; | 99% |
With diethyl ether; hydrogen bromide erst unter Eiskuehlung, zuletzt bei Raumtemperatur; | |
With hydrogen bromide | |
With hydrogen bromide; dibenzoyl peroxide In diethyl ether |
Conditions | Yield |
---|---|
With hydroquinone In ethanol at 20 - 55℃; for 2h; | 91% |
ethyl 3-chloropropanoate
A
Ethyl 3-bromopropionate
B
2-bromo-2’-chlorodiethyl ether
Conditions | Yield |
---|---|
With sodium bromide; 1,2-dibromomethane In N,N-dimethyl-formamide at 100℃; for 6h; | A 85% B n/a |
Conditions | Yield |
---|---|
With Acetyl bromide; 2,5-bis(1,1-dimethylethyl)-1,4-benzenediol at 20 - 50℃; for 2h; Overall yield = 11.6 g; | A n/a B 53.4% |
Conditions | Yield |
---|---|
With Acetyl bromide; hydroquinone; ethyl acrylate at 20 - 50℃; for 2h; Overall yield = 88.5 g; | A n/a B 53% |
methanol
ethyl acrylate
A
Ethyl 3-bromopropionate
B
Methyl 3-bromopropionate
Conditions | Yield |
---|---|
With Acetyl bromide; hydroquinone at 20 - 55℃; for 2h; Overall yield = 92.3 g; | A 51% B n/a |
Conditions | Yield |
---|---|
Zeitlicher Verlauf unter Belichtung; |
Conditions | Yield |
---|---|
With tetrachloromethane; phenol-2-sulfonic acid und entfernt das entstehende Wasser kontinuierlich mittels einer geeigneten Vorrichtung; | |
With tetrachloromethane; 5-sulfosalicylic Acid und entfernt das entstehende Wasser kontinuierlich mittels einer geeigneten Vorrichtung; | |
With sulfuric acid |
Conditions | Yield |
---|---|
durch Veresterung; |
Conditions | Yield |
---|---|
With hydrogen bromide at 2 - 5℃; |
cyclopropanone diethyl acetal
A
Ethyl 3-bromopropionate
B
2,3-dibromopropionic acid ethyl ester
Conditions | Yield |
---|---|
With tetrachloromethane; bromine |
3-bromo-propionimidic acid ethyl ester; hydrobromide
Ethyl 3-bromopropionate
Conditions | Yield |
---|---|
With water |
Conditions | Yield |
---|---|
With water; hydrogen bromide Erwaermen des Reaktionsprodukts mit Tetrachlormethan,Aethanol und kleinen Mengen wss.Bromwasserstoffsaeure; |
[(1-Ethoxycyclopropyl)oxy]trimethylsilane
Ethyl 3-bromopropionate
Conditions | Yield |
---|---|
With bromine; titanium tetrachloride 1.) CH2Cl2, 25 deg C, 2.) CH2Cl2; Multistep reaction; |
Ethyl 3-bromopropionate
Conditions | Yield |
---|---|
With bromine In tetrachloromethane at 0℃; |
Ethyl 3-bromopropionate
Conditions | Yield |
---|---|
With tetrachloromethane; bromine |
Ethyl 3-bromopropionate
Ethyl nipecotate
ethyl 1-[2-(ethoxycarbonyl)ethyl]-3-piperidinecarboxylate
Conditions | Yield |
---|---|
With triethylamine In toluene Ambient temperature; | 100% |
Ethyl 3-bromopropionate
di-(2-exo-hydroxy-10-bornyl) diselenide
3-((1S,2R,4R)-2-Hydroxy-7,7-dimethyl-bicyclo[2.2.1]hept-1-ylmethylselanyl)-propionic acid ethyl ester
Conditions | Yield |
---|---|
With sodium tetrahydroborate In ethanol for 4h; Ambient temperature; | 100% |
Ethyl 3-bromopropionate
1,1-dideuterio-3-bromopropanol
Conditions | Yield |
---|---|
With lithium aluminium deuteride In tetrahydrofuran at 20℃; for 3h; Reduction; | 100% |
Indole-3-carboxaldehyde
Ethyl 3-bromopropionate
3-(3-formyl-indol-1-yl)-propionic acid ethyl ester
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile for 48h; Heating / reflux; | 100% |
With potassium carbonate In acetonitrile for 48h; Heating / reflux; | 100% |
With potassium carbonate In acetonitrile for 48h; Heating / reflux; | 100% |
With potassium carbonate In acetonitrile for 48h; Heating / reflux; | 100% |
With potassium carbonate In acetonitrile for 48h; |
Ethyl 3-bromopropionate
4-bromo-5-[(1R,2R,3R,5S)-2,6,6-trimethylbicyclo[3.1.1]hept-3-ylamino]pyridazin-3(2H)-one
ethyl 3-{5-bromo-6-oxo-4-[(1R,2R,3R,5S)-2,6,6-trimethylbicyclo[3.1.1]hept-3-ylamino]pyridazin-1(6H)-yl}propanoate
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 20 - 80℃; for 4h; | 100% |
Ethyl 3-bromopropionate
2,4-dihydro-4-[4-[4-(4-methoxyphenyl)-1-piperazinyl ]-phenyl]-3H-1,2,4-triazol-3-one
Conditions | Yield |
---|---|
Stage #1: Ethyl 3-bromopropionate With caesium carbonate In dimethyl sulfoxide at 20℃; for 0.5h; Inert atmosphere; Stage #2: 2,4-dihydro-4-[4-[4-(4-methoxyphenyl)-1-piperazinyl ]-phenyl]-3H-1,2,4-triazol-3-one In dimethyl sulfoxide at 90℃; for 12h; Inert atmosphere; | 100% |
Ethyl 3-bromopropionate
ethyl 3-nitrooxy propionate
Conditions | Yield |
---|---|
With silver nitrate In acetonitrile at 70℃; for 5h; Darkness; | 99.7% |
With silver nitrate; acetonitrile |
Ethyl 3-bromopropionate
diphenyl diselenide
Ethyl 3-(Phenylseleno)propionate
Conditions | Yield |
---|---|
With potassium dihydrogenphosphate; zinc In water; acetonitrile for 1h; | 98% |
With indium In tetrahydrofuran; water at 25℃; for 5h; | 76% |
With cerium; iodine 1a) THF, r.t., 30 min, 1b) 35 deg C, 30 min, 2) 25-35-deg C, 5h; Yield given. Multistep reaction; |
Conditions | Yield |
---|---|
With water; potassium carbonate In N,N-dimethyl-formamide for 6h; Heating; | 98% |
With sodium hydrogencarbonate In N,N-dimethyl-formamide at 60 - 80℃; for 4h; |
allyl 2-oxo-4-(phenylthio)cyclohex-3-enecarboxylate
Ethyl 3-bromopropionate
allyl 1-(3-ethoxy-3-oxopropyl)-2-oxo-4-(phenylthio)cyclohex-3-enecarboxylate
Conditions | Yield |
---|---|
Stage #1: allyl 2-oxo-4-(phenylthio)cyclohex-3-enecarboxylate With sodium hydride In tetrahydrofuran for 0.166667h; cooling; Stage #2: Ethyl 3-bromopropionate In tetrahydrofuran at 20℃; | 98% |
Conditions | Yield |
---|---|
Stage #1: p-Iodobenzenesulfonyl chloride With triphenylphosphine In acetonitrile at 60℃; for 0.333333h; Inert atmosphere; Stage #2: Ethyl 3-bromopropionate With potassium carbonate In water; acetonitrile for 20h; Inert atmosphere; Reflux; | 98% |
2-carbethoxyindole
Ethyl 3-bromopropionate
ethyl 1-(3-ethoxy-3-oxopropyl)-1H-indole-2-carboxylate
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile for 72h; Reflux; | 97% |
With potassium carbonate In acetonitrile for 144h; Reflux; | 1.46 g |
Ethyl 3-bromopropionate
7-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-2,3,4,5-tetrahydro-1,4-benzoxazepine hydrochloride
ethyl 3-[7-(5-{3-chloro-4-[(1-methylethyl)oxy]phenyl}-1,2,4-oxadiazol-3-yl)-2,3-dihydro-1,4-benzoxazepin-4(5H)-yl]propanoate
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In acetonitrile at 80℃; Inert atmosphere; | 97% |
Ethyl 3-bromopropionate
N-<2-(3,5-difluoro-4-hydroxyphenylthio)ethyl>phthalimide
{4-[2-(1,3-dioxo-1,3-dihydroisoindol-2-yl)ethylsulfanyl]-2,6-difluorophenoxy}acetic acid ethyl ester
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 25℃; | 97% |
Conditions | Yield |
---|---|
With potassium carbonate In ethanol at 80℃; for 1h; Temperature; | 97% |
Ethyl 3-bromopropionate
3-(4-benzotriazol-2-yl-piperidin-1-yl)-propionic acid ethyl ester
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 20℃; for 4h; | 96% |
Conditions | Yield |
---|---|
With sodium iodide In butanone at 90℃; for 16h; | 95% |
With sodium iodide In acetone for 14h; Reflux; Inert atmosphere; | 95% |
With sodium iodide In acetone 1.) room temperature, 30 min, 2.) reflux, 30 min; | 94% |
3,4-dihydro-3-oxo-2H-1,4-benzoxazine
Ethyl 3-bromopropionate
ethyl 3-(3-oxo-2,3-dihydro-4H-benzo[b][1,4]oxazin-4-yl)propanoate
Conditions | Yield |
---|---|
Stage #1: 3,4-dihydro-3-oxo-2H-1,4-benzoxazine With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.25h; Stage #2: Ethyl 3-bromopropionate In N,N-dimethyl-formamide at 90℃; | 95% |
With potassium carbonate In N,N-dimethyl-formamide for 18h; Heating; | 91% |
With sodium hydride In N,N-dimethyl-formamide at 20℃; for 3h; | 45% |
Ethyl 3-bromopropionate
1-(2-methoxyphenyl)piperazine hydrochloride
ethyl 3-(4-(2-methoxyphenyl)piperazin-1-yl)propanoate
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In acetonitrile at 60℃; | 95% |
With potassium carbonate; potassium iodide In acetonitrile for 18h; Heating / reflux; | 71% |
Ethyl 3-bromopropionate
Conditions | Yield |
---|---|
With potassium hexamethylsilazane In tetrahydrofuran; toluene | 94.4% |
Ethyl 3-bromopropionate
6-(4-Fluoro-phenyl)-4-phenyl-2H-pyridazin-3-one
3-[3-(4-Fluoro-phenyl)-6-oxo-5-phenyl-6H-pyridazin-1-yl]-propionic acid ethyl ester
Conditions | Yield |
---|---|
With sodium ethanolate In ethanol for 24h; Heating; | 94% |
Ethyl 3-bromopropionate
bis(2-carboxyethylethyl) diselenide
Conditions | Yield |
---|---|
With dilithium diselenide In tetrahydrofuran at 5℃; for 0.333333h; | 94% |
Ethyl 3-bromopropionate
2-(3,4-dichloro-phenyl)-5-(tetrahydro-pyran-2-yl-oxy)-pentanenitrile
4-Cyano-4-(3,4-dichloro-phenyl)-7-(tetrahydro-pyran-2-yloxy)-heptanoic acid ethyl ester
Conditions | Yield |
---|---|
With potassium hexamethylsilazane In tetrahydrofuran at -78℃; | 94% |
Ethyl 3-bromopropionate
6-nitro-4H-benzo[1,4]oxazin-3-one
3-(6-nitro-3-oxo-2,3-dihydro-benzo[1,4]oxazin-4-yl)-propionic acid ethyl ester
Conditions | Yield |
---|---|
With sodium hydride In N,N-dimethyl-formamide at 40℃; for 0.3h; microwave irradiation; | 94% |
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 10h; | 77% |
With sodium hydride In N,N-dimethyl-formamide at 20℃; for 3h; | 65% |
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 8h; |
Ethyl 3-bromopropionate
6,6'-disulfanediylbis[4-(3,5-dimethylphenoxy)benzene-1,3-diamine]
C19H24N2O3S
Conditions | Yield |
---|---|
With 1,8-diazabicyclo[5.4.0]undec-7-ene; ethanethiol In tetrahydrofuran at 20℃; for 0.0166667h; | 94% |
Ethyl 3-bromopropionate
phenylacetylene
(4-phenyl-1,2,3-triazole-1-yl)acetic acid ethyl ester
Conditions | Yield |
---|---|
With sodium azide; sodium 2-(1,2-dihydroxyethyl)-4-hydroxy-5-oxo-2,5-dihydro-furan-3-olate In water at 20℃; for 2h; Huisgen Cycloaddition; regiospecific reaction; | 94% |
With sodium azide; sodium L-ascorbate In water; tert-butyl alcohol for 3h; Heating; Green chemistry; | 93% |
With sodium azide; sodium L-ascorbate In water at 50℃; for 3.5h; Green chemistry; | 91% |
Ethyl 3-bromopropionate
N’-(pyridin-3-ylmethylene)isonicotinohydrazide
Conditions | Yield |
---|---|
With sodium iodide In acetonitrile for 0.0666667h; Microwave irradiation; | 94% |
Conditions | Yield |
---|---|
In neat (no solvent) | 93% |
Ethyl 3-bromopropionate
decylthiol
3-decylsulfanylpropionic acid ethyl ester
Conditions | Yield |
---|---|
With potassium carbonate In dimethyl sulfoxide; acetone at 20℃; for 24h; Alkylation; | 93% |
Molecular structure of Propanoic acid,3-bromo-, ethyl ester (CAS NO.539-74-2) is:
Product Name: Propanoic acid,3-bromo-, ethyl ester
CAS Registry Number: 539-74-2
IUPAC Name: Ethyl 3-bromopropanoate
Molecular Weight: 181.02776 [g/mol]
Molecular Formula: C5H9BrO2
XLogP3-AA: 1.2
H-Bond Donor: 0
H-Bond Acceptor: 2
Refractive index: n20/D 1.452(lit.)
Sensitive: Light Sensitive
Surface Tension: 33.7 dyne/cm
Density: 1.417 g/cm3
Flash Point: 79.4 °C
Enthalpy of Vaporization: 41.53 kJ/mol
Boiling Point: 179 °C at 760 mmHg
Vapour Pressure: 0.962 mmHg at 25°C
EINECS: 208-724-0
Product Categories: Pharmaceutical Intermediates;C2 to C5;Carbonyl Compounds;Esters
Safty information about Propanoic acid,3-bromo-, ethyl ester (CAS NO.539-74-2) is:
Hazard Codes: Xi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S37/39:Wear suitable gloves and eye/face protection.
WGK Germany: 3
Propanoic acid,3-bromo-, ethyl ester , its cas register number is 539-74-2. It also can be called Ethyl 3-bromopropanoate ; Ethyl 3-bromopropionate ; Ethyl beta-bromopropionate .It is a clear colorless to pale yellow liquid.
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