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4,5-Dimethyl-1,3-dioxole-2-one
4-chloromethyl-5-methyl-1,3-dioxol-2-one
Conditions | Yield |
---|---|
With chlorine In 1,2-dichloro-ethane for 0.5h; Solvent; Reagent/catalyst; Reflux; Molecular sieve; | 89.3% |
With N-chloro-succinimide In tetrachloromethane for 80h; Ambient temperature; Irradiation; | 9.2% |
With chlorine; copper 1.) dichloromethane, 90 min, reflux, 2.) dichloromethane, 2 h, reflux; Yield given. Multistep reaction; | |
With sulfuryl dichloride In dichloromethane | |
With N-chloro-succinimide; dibenzoyl peroxide at 90℃; for 5.5h; Temperature; Solvent; Large scale; | 326 g |
4-chloro-4-methyl-5-methylene-1,3-dioxolane-2-one
4-chloromethyl-5-methyl-1,3-dioxol-2-one
Conditions | Yield |
---|---|
at 75 - 80℃; for 4h; | 87% |
4,5-Dimethyl-1,3-dioxole-2-one
A
4-chloromethyl-5-methyl-1,3-dioxol-2-one
B
4-chloro-4-methyl-5-methylene-1,3-dioxolane-2-one
C
4,5-dimethyl-4,5-dichloro-1,3-dioxolan-2-one
Conditions | Yield |
---|---|
With chlorine In dichloromethane at 43 - 45℃; Product distribution; further solvents; | A 1.4 % Chromat. B 87.5 % Chromat. C n/a |
methyl (7S)-6-N-((2′S,4′R)-4′-(cyclopropylmethyl)piperidine-2′-carbonyl)-7-deoxy-7-(4-(pyrimidin-5-yl)phenylthio)-α-thiolincosaminide
4-chloromethyl-5-methyl-1,3-dioxol-2-one
methyl 6-N-((2S,4R)-4-cyclopropylmethyl-1-((5-methyl-2-oxo-1,3-dioxol-4-yl)methyl)pipecoloyl)-7-deoxy-7-epi-7-(4-(pyrimidin-5-yl)phenylthio)-1-thio-α-lincosamide
Conditions | Yield |
---|---|
With sodium carbonate In N,N-dimethyl-formamide at 20℃; for 1.5h; | 100% |
Conditions | Yield |
---|---|
With sodium hydrogencarbonate; potassium iodide; benzyltri(n-butyl)ammonium chloride In tetrahydrofuran at 30 - 55℃; for 5h; | 99.11% |
With sodium hydrogencarbonate; potassium iodide; tetrabutyl-ammonium chloride In acetone at 50℃; for 4h; Conversion of starting material; | 94.2% |
With benzyltri(n-butyl)ammonium chloride; sodium hydrogencarbonate; potassium iodide In tetrahydrofuran at 30 - 55℃; for 6h; Product distribution / selectivity; | 70% |
With sodium hydrogencarbonate; benzyltri(n-butyl)ammonium chloride In tetrahydrofuran at 50℃; for 4h; Conversion of starting material; | 36.7% |
4-chloromethyl-5-methyl-1,3-dioxol-2-one
Conditions | Yield |
---|---|
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 60℃; for 48h; | 99% |
4-chloromethyl-5-methyl-1,3-dioxol-2-one
Conditions | Yield |
---|---|
With sodium iodide In N,N-dimethyl-formamide at 40℃; for 1h; Inert atmosphere; | 97% |
4-chloromethyl-5-methyl-1,3-dioxol-2-one
Conditions | Yield |
---|---|
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 60℃; for 2h; | 97% |
ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1-({2'-[1-(triphenylmethyl)-1H-1,2,3,4-tetrazol-5-yl]-[1,1'-biphenyl]-4-yl}methyl)-1H-imidazole-5-carboxylate
4-chloromethyl-5-methyl-1,3-dioxol-2-one
trityl olmesartan medoxomil
Conditions | Yield |
---|---|
Stage #1: ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1-({2'-[1-(triphenylmethyl)-1H-1,2,3,4-tetrazol-5-yl]-[1,1'-biphenyl]-4-yl}methyl)-1H-imidazole-5-carboxylate With lithium hydroxide monohydrate In tetrahydrofuran at 20℃; for 18h; Large scale; Stage #2: 4-chloromethyl-5-methyl-1,3-dioxol-2-one With potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 20 - 40℃; for 2h; Large scale; | 96.5% |
Stage #1: ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1-({2'-[1-(triphenylmethyl)-1H-1,2,3,4-tetrazol-5-yl]-[1,1'-biphenyl]-4-yl}methyl)-1H-imidazole-5-carboxylate With sodium hydroxide In ethanol at 20 - 25℃; Stage #2: 4-chloromethyl-5-methyl-1,3-dioxol-2-one With potassium carbonate In N,N-dimethyl acetamide at 45 - 50℃; for 4h; | 88% |
Stage #1: ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1-({2'-[1-(triphenylmethyl)-1H-1,2,3,4-tetrazol-5-yl]-[1,1'-biphenyl]-4-yl}methyl)-1H-imidazole-5-carboxylate With sodium hydroxide In acetone at 50 - 60℃; for 5h; Green chemistry; Stage #2: 4-chloromethyl-5-methyl-1,3-dioxol-2-one With potassium iodide In acetone at 20 - 60℃; for 1h; Green chemistry; | 85.8% |
4-(1-hydroxy-1-methylethyl)-2-propyl-1-(4-(2-(1-(triphenylmethyl)tetrazol-5-yl)phenyl)phenyl)methylimidazole-5-carboxylic acid
4-chloromethyl-5-methyl-1,3-dioxol-2-one
trityl olmesartan medoxomil
Conditions | Yield |
---|---|
With potassium carbonate; potassium iodide In N,N-dimethyl acetamide at 0 - 45℃; for 3h; Inert atmosphere; | 94% |
Stage #1: 4-(1-hydroxy-1-methylethyl)-2-propyl-1-(4-(2-(1-(triphenylmethyl)tetrazol-5-yl)phenyl)phenyl)methylimidazole-5-carboxylic acid With potassium carbonate In N,N-dimethyl-formamide at 20℃; Autoclave; Stage #2: 4-chloromethyl-5-methyl-1,3-dioxol-2-one With potassium iodide In N,N-dimethyl-formamide at 20℃; | 91.6% |
With potassium carbonate; potassium iodide In acetone Product distribution / selectivity; Reflux; | |
In water; acetone at 48 - 52℃; for 5h; Product distribution / selectivity; | |
With potassium bromide In N,N-dimethyl acetamide at 15 - 50℃; for 8.6h; Time; Green chemistry; | 23.2 g |
Systematic Name: 4-(Chloromethyl)-5-methyl-1,3-dioxol-2-one
Molecular Formula: C5H5O3Cl
Molecular Weight: 148.54 g/mol
SMILES: ClCC=1OC(=O)OC=1C
InChI: InChI=1/C5H5ClO3/c1-3-4(2-6)9-5(7)8-3/h2H2,1H3
Product Categories: Chemical intermediate for Olmesartane; INTERMEDIATESOF; Carbonates; Carbonyl Compounds; Organic Building Blocks
Index of Refraction: 1.481
Molar Refractivity: 31.023 cm3
Molar Volume: 109.02 cm3
Polarizability: 12.298×10-24 cm3
Surface Tension: 35.192 dyne/cm
Density: 1.362 g/cm3
Flash Point: 66.729 °C
Enthalpy of Vaporization: 39.977 kJ/mol
Boiling Point: 163.228 °C at 760 mmHg
Vapour Pressure of 4-Chloromethyl-5-methyl-1,3-dioxdene-2-one (CAS NO.80841-78-7): 2.085 mmHg at 25 °C
4-Chloromethyl-5-methyl-1,3-dioxdene-2-one (CAS NO.80841-78-7) is used as a pharmaceutical intermediate for the synthesis of Lenampicillin.
Hazard Codes: Xn
Risk Statements: 22-36/37/38
R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements of 4-Chloromethyl-5-methyl-1,3-dioxdene-2-one (CAS NO.80841-78-7): 26
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
4-Chloromethyl-5-methyl-1,3-dioxdene-2-one (CAS NO.80841-78-7), its Synonyms are 4-Chloromethyl-5-Methyl-1,3-Dioxol-2-One(Dmdo-Cl) ; 4-Chloromethyl-5-Methyl-1,3-Dioxocyclopenten-2-one ; 4-Chloromethyl-5-methyl-2-oxo-1,3-dioxole ; 4-Chloromethyl-5-methyl-1,3-dioxol-2-one ; (4-methyl-5-chloromethyl-1,3-dioxol-2-one) .