Conditions | Yield |
---|---|
With thionyl chloride for 16h; Heating; | 80% |
With hydrogenchloride | |
With hydrogenchloride |
cyclobutanone
oxovanadium(V) ethoxydichloride
4-chloro-butyric acid ethyl ester
Conditions | Yield |
---|---|
With lithium chloride In diethyl ether for 13h; Ambient temperature; | 43% |
4-chloro-butyric acid ethyl ester
Conditions | Yield |
---|---|
With trimethylsilyl trifluoromethanesulfonate; 4-tert-Butylcatechol; 2-methoxybenzo[d][1,3,2]dioxaborole; trans-di-O-tert-butyl hyponitrite In methanol; dichloromethane; benzene at 70℃; for 16h; Inert atmosphere; | 30% |
1,4-dioxane
4-ethoxy-butyryl chloride
4-chloro-butyric acid ethyl ester
Conditions | Yield |
---|---|
at 70℃; Geschwindigkeit der Umlagerung verschiedener Konz.; | |
at 100℃; Geschwindigkeit der Umlagerung verschiedener Konz.; |
Conditions | Yield |
---|---|
With hydrogenchloride |
Conditions | Yield |
---|---|
With hydrogenchloride | |
With sulfuric acid | |
With hydrogenchloride | |
With hydrogenchloride In dichloromethane at 8℃; |
ethanol
4-(4-nitrophenoxy)butanoic acid
4-chloro-butyric acid ethyl ester
Conditions | Yield |
---|---|
With hydrogenchloride zuletzt bei Siedetemperatur; |
4-ethoxy-butyryl chloride
4-chloro-butyric acid ethyl ester
Conditions | Yield |
---|---|
at 100℃; | |
at 100℃; | |
at 50℃; Geschwindigkeit der Umlagerung; | |
at 100℃; Geschwindigkeit der Umlagerung; |
4-ethoxybutanoic acid
4-chloro-butyric acid ethyl ester
Conditions | Yield |
---|---|
With thionyl chloride | |
Multi-step reaction with 2 steps 1: hydrogen; SOCl2 2: 100 °C / Geschwindigkeit der Umlagerung View Scheme | |
Multi-step reaction with 2 steps 1: hydrogen; SOCl2 2: 100 °C View Scheme |
Conditions | Yield |
---|---|
With tetrachloromethane; sulfuryl dichloride; dibenzoyl peroxide |
Conditions | Yield |
---|---|
With sulfuric acid | |
With thionyl chloride at 0℃; for 2h; Reflux; | |
With acetyl chloride at 20℃; for 24h; Inert atmosphere; |
cyclobutanone
oxovanadium(V) ethoxydichloride
acrylonitrile
A
4-chloro-butyric acid ethyl ester
B
ethyl 6-chloro-6-cyanohexanoate
Conditions | Yield |
---|---|
With copper dichloride 1.) dichloromethane, -75 deg C, 2.) a) -75 deg C, 2 h, b) room temperature, 14-19 h; Yield given. Multistep reaction. Yields of byproduct given; |
cyclobutanone
oxovanadium(V) ethoxydichloride
methacrylic acid methyl ester
A
4-chloro-butyric acid ethyl ester
B
ethyl 6-chloro-6-(methoxycarbonyl)heptanoate
Conditions | Yield |
---|---|
With copper dichloride 1.) dichloromethane, -75 deg C, 2.) a) -75 deg C, 2 h, b) room temperature, 14-19 h; Yield given. Multistep reaction. Yields of byproduct given; |
cyclobutanone
oxovanadium(V) ethoxydichloride
methacrylonitrile
A
4-chloro-butyric acid ethyl ester
B
ethyl 6-chloro-6-cyanoheptanoate
Conditions | Yield |
---|---|
With copper dichloride Product distribution; multistep reaction; other olefins, or LiCl, other halogen source, other cyclic carbonyl compound; oxidative ring-opening reaction; | |
With copper dichloride 1.) dichloromethane, -75 deg C, 2 h, 2.) a) -75 deg C, 2 h, b) room temperature, 17 h; Yield given. Multistep reaction. Yields of byproduct given; |
tetrachloromethane
sulfuryl dichloride
butanoic acid ethyl ester
dibenzoyl peroxide
A
4-chloro-butyric acid ethyl ester
B
ethyl 2-chlorobutyrate
C
3-chloro-butyric acid ethyl ester
thionyl chloride
4-ethoxybutanoic acid
4-chloro-butyric acid ethyl ester
5,11,17,23-tetra-tert-butyl-25,27-di(3-ethoxycarbonylpropoxy)-26,28-dihydroxycalix[4]arene
4-chloro-butyric acid ethyl ester
Conditions | Yield |
---|---|
With titanium(IV) chloride tetrahydrofuran In toluene for 24h; Inert atmosphere; Reflux; |
ethyl 3-(4,4,5,5,-tetramethyl-[1,3,2]dioxaborolan-2-yl)-propionate
4-chloro-butyric acid ethyl ester
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: n-butyllithium / tetrahydrofuran; diethyl ether / 16 h / -100 - 20 °C / Inert atmosphere 2: trimethylsilyl trifluoromethanesulfonate; 4-tert-Butylcatechol; trans-di-O-tert-butyl hyponitrite; 2-methoxybenzo[d][1,3,2]dioxaborole / dichloromethane; benzene; methanol / 16 h / 70 °C / Inert atmosphere View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: copper(II) carbonate; copper(II) hydroxide; triphenylphosphine / water / 0.5 h / 20 °C / Inert atmosphere 1.2: 16 h / 20 °C / Inert atmosphere 2.1: n-butyllithium / tetrahydrofuran; diethyl ether / 16 h / -100 - 20 °C / Inert atmosphere 3.1: trimethylsilyl trifluoromethanesulfonate; 4-tert-Butylcatechol; trans-di-O-tert-butyl hyponitrite; 2-methoxybenzo[d][1,3,2]dioxaborole / dichloromethane; benzene; methanol / 16 h / 70 °C / Inert atmosphere View Scheme |
4-chloro-butyric acid ethyl ester
ethyl 2-(benzylamino)acetate
4-[benzyl(ethoxycarbonylmethyl)amino]butyric acid ethyl ester
Conditions | Yield |
---|---|
With potassium carbonate In toluene for 8h; Solvent; Reflux; Large scale; | 99.1% |
With potassium carbonate In chloroform at 66 - 68℃; for 24h; |
4-chloro-butyric acid ethyl ester
N,O-dimethylhydroxylamine*hydrochloride
N-Methyl-N-methoxy-4-chlorobutanamide
Conditions | Yield |
---|---|
With trimethylaluminum In hexane; dichloromethane for 24h; Ambient temperature; | 99% |
Stage #1: N,O-dimethylhydroxylamine*hydrochloride With dimethyl aluminium chloride In hexane; dichloromethane at 0 - 20℃; for 1h; Stage #2: 4-chloro-butyric acid ethyl ester In dichloromethane for 1h; | 82% |
4-chloro-butyric acid ethyl ester
1-(3,4-dichloro)phenylpiperazine
ethyl 4-[4-(3,4-dichlorophenyl)piperazin-1-yl]butanoate
Conditions | Yield |
---|---|
With cesium hydroxide; sodium iodide at 50℃; for 0.266667h; Microwave irradiation; Neat (no solvent); chemoselective reaction; | 98% |
4-chloro-butyric acid ethyl ester
1-(2,5-dimethylphenyl)piperazine
ethyl 4-[4-(2,5-dimethylphenyl)piperazin-1-yl]butanoate
Conditions | Yield |
---|---|
With cesium hydroxide; sodium iodide at 50℃; for 0.266667h; Microwave irradiation; Neat (no solvent); chemoselective reaction; | 97% |
4-chloro-butyric acid ethyl ester
ethyl 4-[4-(3-(trifluoromethyl)phenyl)piperazin-1-yl]butanoate
Conditions | Yield |
---|---|
With cesium hydroxide; sodium iodide at 50℃; for 0.266667h; Microwave irradiation; Neat (no solvent); chemoselective reaction; | 97% |
4-chloro-butyric acid ethyl ester
5-nitroguaiacol
ethyl 4-(2-methoxy-5-nitrophenoxy) butyrate
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 60℃; | 96% |
With potassium carbonate In N,N-dimethyl-formamide at 60℃; |
Conditions | Yield |
---|---|
With dimethylethylsilane; (μ3,η2,η3,η5-acenaphthylene)Ru3(CO)7 at 20℃; for 5h; Inert atmosphere; Neat (no solvent); | 96% |
4-chloro-butyric acid ethyl ester
octyl alpha-D-glucopyranoside
Conditions | Yield |
---|---|
With zeolite CaA at 40℃; for 48h; SP 435 lipase; | 95% |
at 40℃; for 6h; Product distribution; lipase from Candida antarctica; other lipases, times; also in the presence of zeolite CaA; |
4-chloro-butyric acid ethyl ester
ethyl 4-azidobutyrate
Conditions | Yield |
---|---|
With sodium azide; 15-crown-5 In acetonitrile for 12h; Heating; | 95% |
4-chloro-butyric acid ethyl ester
1-(4-Fluorophenyl)piperazine
ethyl 4-<4-(4-fluorophenyl)-1-piperazinyl>butyrate
Conditions | Yield |
---|---|
With cesium hydroxide; sodium iodide at 50℃; for 0.266667h; Microwave irradiation; Neat (no solvent); chemoselective reaction; | 95% |
4-chloro-butyric acid ethyl ester
1,8-Naphthalimide
ethyl 4-(1,3-dioxo-2,3-dihydro-1H-benzo[d,e]isoquinolin-2-yl)butanoate
Conditions | Yield |
---|---|
With caesium carbonate; sodium iodide In N,N-dimethyl-formamide at 70℃; for 0.166667h; Microwave irradiation; | 95% |
4-Cyanochlorobenzene
4-chloro-butyric acid ethyl ester
4-cyano-benzenebutanoic acid ethyl ester
Conditions | Yield |
---|---|
Stage #1: 4-chloro-butyric acid ethyl ester With tetrabutylammomium bromide; iodine; zinc In N,N-dimethyl acetamide at 80℃; for 12h; Stage #2: 4-Cyanochlorobenzene; bis(triphenylphosphine)nickel(II) chloride In N,N-dimethyl acetamide Further stages.; | 94% |
Conditions | Yield |
---|---|
With titanium(IV) isopropylate In toluene at 20℃; Dean-Stark; | 94% |
Conditions | Yield |
---|---|
With titanium(IV) isopropylate In toluene at 20℃; Dean-Stark; | 94% |
4-chloro-butyric acid ethyl ester
4-chloro-1-butanol-1,1-d2
Conditions | Yield |
---|---|
With lithium aluminium deuteride In diethyl ether -15 deg C -> 15 deg C; 15 deg C , 30 min; | 93% |
With lithium aluminium deuteride In diethyl ether at -10℃; |
4-chloro-butyric acid ethyl ester
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 6h; | 92% |
4-chloro-butyric acid ethyl ester
5-methoxy-2-(3-phenylisoxazol-5-yl)phenol
ethyl 4-(5-methoxy-2-(3-phenylisoxazol-5-yl)phenoxy)butanoate
Conditions | Yield |
---|---|
With potassium carbonate In acetone Williamson type O-alkylation; Reflux; | 90.5% |
4-chloro-butyric acid ethyl ester
Conditions | Yield |
---|---|
With triethylamine In dimethyl sulfoxide Heating; | 90% |
4-chloro-butyric acid ethyl ester
5,5'-dimethyl-2,2'-dipyridyl diselenide
ethyl 2-(5-methyl)pyridylselenobutanoate
Conditions | Yield |
---|---|
Stage #1: 5,5'-dimethyl-2,2'-dipyridyl diselenide With sodium tetrahydroborate In ethanol Inert atmosphere; Stage #2: 4-chloro-butyric acid ethyl ester In ethanol at 10 - 20℃; for 0.25h; Inert atmosphere; | 90% |
4-chloro-butyric acid ethyl ester
diphenyl diselenide
ethyl 4-(phenylselanyl)butanoate
Conditions | Yield |
---|---|
Stage #1: diphenyl diselenide With sodium tetrahydroborate In ethanol for 0.166667h; Stage #2: 4-chloro-butyric acid ethyl ester In ethanol at 55 - 60℃; for 1.5h; | 89% |
4-chloro-butyric acid ethyl ester
1-(2-phenylethyl)-1H-imidazole
Conditions | Yield |
---|---|
In toluene at 80℃; for 0.333333h; Microwave irradiation; Green chemistry; | 89% |
4-chloro-butyric acid ethyl ester
phthalimide
ethyl 4-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)butanoate
Conditions | Yield |
---|---|
With caesium carbonate; sodium iodide In N,N-dimethyl-formamide at 70℃; for 0.166667h; Microwave irradiation; | 88% |
4-chloro-butyric acid ethyl ester
bis(diphenylmethyl) diselenide
ethyl 2-(diphenyl)methylselenobutanoate
Conditions | Yield |
---|---|
Stage #1: bis(diphenylmethyl) diselenide With sodium tetrahydroborate In ethanol Inert atmosphere; Stage #2: 4-chloro-butyric acid ethyl ester In ethanol at 15 - 20℃; for 0.416667h; Inert atmosphere; | 87% |
4-chloro-butyric acid ethyl ester
1-chloro-3-methoxy-benzene
ethyl 4-(3'-methoxyphenyl)butyrate
Conditions | Yield |
---|---|
With nickel(II) bromide dimethoxyethane; pyridine-2,6-bis(N-cyanocarboxamidine); lithium chloride; zinc In 1-methyl-pyrrolidin-2-one at 80℃; for 24h; Catalytic behavior; Reagent/catalyst; Inert atmosphere; | 87% |
4-chloro-butyric acid ethyl ester
3-hydroxy-1-isopropyl-5,6,7,8-tetrahydroisoquinoline-4-carbonitrile
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 75 - 80℃; for 2h; | 87% |
4-chloro-butyric acid ethyl ester
ethylmagnesium bromide
1-(3-chloropropyl)cyclopropanol
Conditions | Yield |
---|---|
Stage #1: 4-chloro-butyric acid ethyl ester; ethylmagnesium bromide With titanium(IV) isopropylate In diethyl ether at 20℃; for 0.5h; Stage #2: With sulfuric acid In diethyl ether | 86% |
Stage #1: 4-chloro-butyric acid ethyl ester; ethylmagnesium bromide With titanium(IV) isopropylate In diethyl ether at 20℃; Kulinkovich Hydroxycyclopropanation; Stage #2: With sulfuric acid In diethyl ether | 86% |
With titanium(IV) isopropylate In diethyl ether Ambient temperature; | 85% |
4-chloro-butyric acid ethyl ester
2,2'-dipyridyldiselenide
ethyl 2-pyridylselenobutanoate
Conditions | Yield |
---|---|
Stage #1: 2,2'-dipyridyldiselenide With sodium tetrahydroborate In ethanol Inert atmosphere; Stage #2: 4-chloro-butyric acid ethyl ester In ethanol at 10 - 20℃; for 0.5h; Inert atmosphere; | 86% |
4-chloro-butyric acid ethyl ester
bis(2-naphthyl) diselenide
ethyl 2-naphthylselenobutanoate
Conditions | Yield |
---|---|
Stage #1: bis(2-naphthyl) diselenide With sodium tetrahydroborate In ethanol Inert atmosphere; Stage #2: 4-chloro-butyric acid ethyl ester In ethanol at 30 - 35℃; for 1.41667h; Inert atmosphere; | 86% |
4-chloro-butyric acid ethyl ester
5-chloro-2-benzoxazolinone
ethyl 4-(5-chloro-2(3H)-benzoxazolon-3-yl)butanoate
Conditions | Yield |
---|---|
Stage #1: 5-chloro-2-benzoxazolinone With sodium ethanolate In ethanol Stage #2: 4-chloro-butyric acid ethyl ester In N,N-dimethyl-formamide at 80℃; for 8h; | 85% |
4-chloro-butyric acid ethyl ester
4-Fluorobenzyl bromide
3-(4-piperidinyl)-1H-indole
Conditions | Yield |
---|---|
85% |
The IUPAC name of Ethyl 4-chlorobutyrate is Ethyl 4-chlorobutanoate. With the CAS registry number 3153-36-4, it is also named as Ethyl gamma-chlorobutyrate. The product's categories are Aromatic Esters; C6 to C7; Carbonyl Compounds; Esters. Besides, it is clear yellow to brownish liquid, which should be stored in a closed, cool and dry place. In addition, its molecular formula is C6H11ClO2 and molecular weight is 150.60. This chemical is also insoluble in water.
The other characteristics of this product can be summarized as: (1)EINECS: 221-591-3; (2)ACD/LogP: 1.70; (3)# of Rule of 5 Violations: 0; (4)ACD/LogD (pH 5.5): 1.7; (5)ACD/LogD (pH 7.4): 1.7; (6)ACD/BCF (pH 5.5): 11.44; (7)ACD/BCF (pH 7.4): 11.44; (8)ACD/KOC (pH 5.5): 199.2; (9)ACD/KOC (pH 7.4): 199.2; (10)H bond acceptors: 2; (11)H bond donors: 0; (12)Freely Rotating Bonds: 5; (13)Polar Surface Area: 26.3 Å2; (14)Index of Refraction: 1.425; (15)Molar Refractivity: 36.47 cm3; (16)Molar Volume: 142.4 cm3; (17)Polarizability: 14.45×10-24cm3; (18)Surface Tension: 30.2 dyne/cm; (19)Density: 1.057 g/cm3; (20)Flash Point: 51.7 °C; (21)Enthalpy of Vaporization: 42.22 kJ/mol; (22)Boiling Point: 186 °C at 760 mmHg; (23)Vapour Pressure: 0.678 mmHg at 25 °C.
Preparation of Ethyl 4-chlorobutyrate: this chemical can be prepared by Dihydro-furan-2-one and Ethanol.
This reaction needs SOCl2 by heating. The reaction time is 16 hours. The yield is 80 %.
Uses of Ethyl 4-chlorobutyrate: this chemical is used in organic synthesis. Moreover, it can be used for producting 4-Iodo-butyric acid ethyl ester.
This reaction needs NaI and Butan-2-one by heating. The reaction time is 18 hours.
When you are using this chemical, please be cautious about it as the following: Ethyl 4-chlorobutyrate is flammable and harmful if swallowed. Please keep away from sources of ignition. Furthermore, this product is irritating to eyes, respiratory system and skin. You should wear suitable protective clothing, gloves and eye/face protection. And in case of contact with eyes, please rinse immediately with plenty of water and seek medical advice.
People can use the following data to convert to the molecule structure.
(1)SMILES:ClCCCC(=O)OCC
(2)InChI:InChI=1/C6H11ClO2/c1-2-9-6(8)4-3-5-7/h2-5H2,1H3
(3)InChIKey:OPXNFHAILOHHFO-UHFFFAOYAU
(4)Std. InChI:InChI=1S/C6H11ClO2/c1-2-9-6(8)4-3-5-7/h2-5H2,1H3
(5)Std. InChIKey:OPXNFHAILOHHFO-UHFFFAOYSA-N
About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia
Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog
©2008 LookChem.com,License: ICP
NO.:Zhejiang16009103
complaints:service@lookchem.com Desktop View