4-Cloromethyl-5-methyl-1,3-dioxol-2-one supplier

Name
4-Cloromethyl-5-methyl-1,3-dioxol-2-one
EINECS 617-178-6
CAS No. 80841-78-7
Article Data8
CAS DataBase
Density 1.362 g/cm³
Solubility
Melting Point
Formula C₅H₅ClO₃
Boiling Point 163.228 °C at 760 mmHg
Molecular Weight 148.546
Flash Point 66.729 °C
Transport Information
Appearance Pale yellow transparent liquid
Safety 26
Risk Codes 22-36/37/38
Molecular Structure
Hazard Symbols Xn
Synonyms (5-Methyl-2-oxo-1,3-dioxol-4-yl)methylchloride;4-Chloromethyl-5-methyl-2-oxo-1,3-dioxole;1,3-Dioxol-2-one,4-(chloromethyl)-5-methyl-;4-Chloromethyl-5-methyl-1,3-dioxdene-2-one;
PSA 43.35000
LogP 1.28000

Synthetic route

: 37830-90-3
4,5-Dimethyl-1,3-dioxole-2-one

: 80841-78-7
4-chloromethyl-5-methyl-1,3-dioxol-2-one

Conditions

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

: 95579-71-8
4-chloro-4-methyl-5-methylene-1,3-dioxolane-2-one

: 80841-78-7
4-chloromethyl-5-methyl-1,3-dioxol-2-one

Conditions

Conditions	Yield
at 75 - 80℃; for 4h;	87%

: 37830-90-3
4,5-Dimethyl-1,3-dioxole-2-one

A: 80841-78-7
4-chloromethyl-5-methyl-1,3-dioxol-2-one

B: 95579-71-8
4-chloro-4-methyl-5-methylene-1,3-dioxolane-2-one

C: 129482-56-0
4,5-dimethyl-4,5-dichloro-1,3-dioxolan-2-one

Conditions

Conditions	Yield
With chlorine In dichloromethane at 43 - 45℃; Product distribution; further solvents;	A 1.4 % Chromat. B 87.5 % Chromat. C n/a

...Expand

: 1088409-50-0
methyl (7S)-6-N-((2′S,4′R)-4′-(cyclopropylmethyl)piperidine-2′-carbonyl)-7-deoxy-7-(4-(pyrimidin-5-yl)phenylthio)-α-thiolincosaminide

: 80841-78-7
4-chloromethyl-5-methyl-1,3-dioxol-2-one

: 1088410-47-2
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

Conditions	Yield
With sodium carbonate In N,N-dimethyl-formamide at 20℃; for 1.5h;	100%

: 122547-49-3
Furopenem

: 80841-78-7
4-chloromethyl-5-methyl-1,3-dioxol-2-one

: faropenem medoxomil

Conditions

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%

: (3S,4S,4aR,6aR,6bS,8aS,11S,12aR,14aR,14bS)-3-((2,5,8,11-tetraoxatetradecan-14-oyl)oxy)-11-((benzyloxy)carbonyl)-4,6a,6b,8a,11,14b-hexamethyl-14-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicene-4-carboxylic acid

: 80841-78-7
4-chloromethyl-5-methyl-1,3-dioxol-2-one

: 2-benzyl 9-((5-methyl-2-oxo-1,3-dioxol-4-yl)methyl) (2S,4aS,6aS,6bR,8aR,9S,10S,12aS,12bR,14bR)-10-((2,5,8,11-tetraoxatetradecan-14-oyl)oxy)-2,4a,6a,6b,9,12a-hexamethyl-13-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-2,9-dicarboxylate

Conditions

Conditions	Yield
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 60℃; for 48h;	99%

: (E)-(2S,3S)-3-[(S)-2-(4-but-2-ynyloxyphenyl)-1-methoxycarbonylethylcarbamoyl]-2-hydroxy-2-(2-hydroxyethyl)-12-oxononadec-4-enoic acid potassium salt

: 80841-78-7
4-chloromethyl-5-methyl-1,3-dioxol-2-one

: C41H57NO12

Conditions

Conditions	Yield
With sodium iodide In N,N-dimethyl-formamide at 40℃; for 1h; Inert atmosphere;	97%

: (3S,4aS,6aR,6bS,8aS,11S,12aR,14aR,14bS)-11-((benzyloxy)carbonyl)- 4,4,6a,6b,8a,11,14b-heptamethyl-14-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9, 10,11,12,12a,14,14a,14b-icosahydropicene-3-carboxylic acid

: 80841-78-7
4-chloromethyl-5-methyl-1,3-dioxol-2-one

: 2-benzyl 10-((5-methyl-2-oxo-1,3-dioxol-4-yl)methyl) (2S,4aS,6aS,6bR,8aS,10S,12aS,12bR,14bR)-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-2,10-dicarboxylate

Conditions

Conditions	Yield
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 60℃; for 2h;	97%

: 144690-33-5
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

: 80841-78-7
4-chloromethyl-5-methyl-1,3-dioxol-2-one

: 144690-92-6
trityl olmesartan medoxomil

Conditions

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%

: 761404-85-7
4-(1-hydroxy-1-methylethyl)-2-propyl-1-(4-(2-(1-(triphenylmethyl)tetrazol-5-yl)phenyl)phenyl)methylimidazole-5-carboxylic acid

: 80841-78-7
4-chloromethyl-5-methyl-1,3-dioxol-2-one

: 144690-92-6
trityl olmesartan medoxomil

Conditions

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

: 879097-59-3
sodium 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

: 80841-78-7
4-chloromethyl-5-methyl-1,3-dioxol-2-one

: 144690-92-6
trityl olmesartan medoxomil

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl acetamide at 5 - 10℃; for 4h;	93%
With sodium carbonate In N,N-dimethyl acetamide at 45 - 50℃; Large scale reaction;	80%
With potassium carbonate In N,N-dimethyl-formamide at 0 - 85℃; for 4h;
With sodium iodide In N,N-dimethyl-formamide at 55℃; for 7.5h;	45g
With iodine; sodium carbonate at 50℃; under 75.0075 Torr; Inert atmosphere; Large scale;	53.6 kg

: 42017-89-0
fenofibric acid

: 80841-78-7
4-chloromethyl-5-methyl-1,3-dioxol-2-one

: 1319719-25-9
(5-methyl-2-oxo-1,3-dioxol-4-yl)methyl-2‑(4‑(4-chlorobenzoyl)phenoxy)-2-methylpropanoate

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl acetamide at 65℃;	93%
With sodium carbonate In N,N-dimethyl acetamide at 30℃; for 17h; Inert atmosphere;	83%

: 2-(((3S,4aR,6aR,6bS,8aS,11S,12aR,14aR,14bS)-11-((benzhydryloxy)carbonyl)-4,4,6a,6b,8a,11,14b-heptamethyl-14-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-yl)oxy)acetic acid

: 80841-78-7
4-chloromethyl-5-methyl-1,3-dioxol-2-one

: benzhydryl (2S,4aS,6aS,6bR,8aR,10S,12aS,12bR,14bR)-2,4a,6a,6b,9,9,12a-heptamethyl-10-(2-((5-methyl-2-oxo-1,3-dioxol-4-yl)methoxy)-2-oxoethoxy)-13-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-2-carboxylate

Conditions

Conditions	Yield
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 60℃;	93%

: 524-38-9
N-hydroxyphthalimide

: 80841-78-7
4-chloromethyl-5-methyl-1,3-dioxol-2-one

: 2-[(5-methyl-2-oxo-2H-1,3-dioxol-4-yl)methoxy]-2,3-dihydro-1H-isoindole-1,3-dione

Conditions

Conditions	Yield
Stage #1: N-hydroxyphthalimide With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.0833333h; Inert atmosphere; Stage #2: 4-chloromethyl-5-methyl-1,3-dioxol-2-one In N,N-dimethyl-formamide at 0 - 70℃; Inert atmosphere;	92%
Stage #1: N-hydroxyphthalimide With sodium hydride In N,N-dimethyl-formamide at 0℃; Inert atmosphere; Stage #2: 4-chloromethyl-5-methyl-1,3-dioxol-2-one In N,N-dimethyl-formamide at 70℃; for 1h; Inert atmosphere;	92%

: 936114-12-4
potassium 4-(1-hydroxy-1-methylethyl)-2-propyl-1-[[2'-[1-(triphenylmethyl)-1H-tetrazol-5-yl]biphenyl-4-yl]methyl]imidazole-5-carboxylate

: 80841-78-7
4-chloromethyl-5-methyl-1,3-dioxol-2-one

: 144690-92-6
trityl olmesartan medoxomil

Conditions

Conditions	Yield
With potassium carbonate; potassium iodide In N,N-dimethyl acetamide at 0 - 45℃; for 3h;	91%
With potassium iodide In butanone at 50℃; for 7.5h;	86%
With potassium iodide In butanone at 50℃; for 20h;	84.4%
Stage #1: potassium 4-(1-hydroxy-1-methylethyl)-2-propyl-1-[[2'-[1-(triphenylmethyl)-1H-tetrazol-5-yl]biphenyl-4-yl]methyl]imidazole-5-carboxylate With sodium carbonate; potassium iodide In acetone at 25 - 30℃; for 0.166667h; Stage #2: 4-chloromethyl-5-methyl-1,3-dioxol-2-one In acetone at 45 - 50℃; for 12h;	76 g
With iodine; potassium carbonate at 50℃; under 75.0075 Torr; Inert atmosphere; Large scale;	54.06 kg

: 80841-78-7
4-chloromethyl-5-methyl-1,3-dioxol-2-one

: 95233-18-4
atovaquone

: 1445850-06-5
3-(5-methyl-2-oxo-1,3-dioxol-4-yl)methyloxy-2-trans-[(4-chlorophenyl)cyclohexyl][1,4]naphthoquinone

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 60 - 65℃; Concentration;	90%

: 80841-78-7
4-chloromethyl-5-methyl-1,3-dioxol-2-one

: trans-atovaquone

: 3-(5-methyl-2-oxo-1,3-dioxol-4-yl)methyloxy-2-trans-[(4-chlorophenyl)cyclohexyl][1,4]naphthaquinone

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 60 - 65℃; Concentration;	90%

: 80841-78-7
4-chloromethyl-5-methyl-1,3-dioxol-2-one

: 172875-59-1
ethyl 4-(1-hydroxy-1-methylethyl)-2-propyl-1-[2'-(2-triphenylmethyl-2H-tetrazol-5-yl)biphenyl-4-yl]methyl-1H-imidazole-5-carboxylate

: 144689-63-4
olmesartan medoxomil

Conditions

Conditions	Yield
Stage #1: ethyl 4-(1-hydroxy-1-methylethyl)-2-propyl-1-[2'-(2-triphenylmethyl-2H-tetrazol-5-yl)biphenyl-4-yl]methyl-1H-imidazole-5-carboxylate With sodium hydroxide In N,N-dimethyl acetamide at 10 - 15℃; for 8h; Stage #2: 4-chloromethyl-5-methyl-1,3-dioxol-2-one With potassium carbonate In N,N-dimethyl acetamide at 0 - 65℃; for 10h;	90%

: 80841-78-7
4-chloromethyl-5-methyl-1,3-dioxol-2-one

: 4-(1-hydroxy-1-methylethyl)-2-propyl-1-[[2'-[2-(triphenylmethyl)-2H-tetrazol-5yl]biphenyl-4-yl]methyl]imidazole-5-carboxylic acid lithium salt

: 1020157-01-0
(5-methyl-2-oxo-1,3-dioxolen-4-yl)methyl4-(1-hydroxy-1-methylethyl)-2-propyl-1-[2′-(2-triphenylmethyl-2H-tetrazol-5-yl)biphenyl-4-yl]methyl-1H-imidazole-5-carboxylate

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl acetamide at 20 - 50℃; for 4h;	88%
Stage #1: 4-(1-hydroxy-1-methylethyl)-2-propyl-1-[[2'-[2-(triphenylmethyl)-2H-tetrazol-5yl]biphenyl-4-yl]methyl]imidazole-5-carboxylic acid lithium salt With triethylamine In ISOPROPYLAMIDE at 20℃; for 0.5h; Stage #2: 4-chloromethyl-5-methyl-1,3-dioxol-2-one In ISOPROPYLAMIDE at 10 - 55℃; for 4h;	75%

: 76-83-5
trityl chloride

: 80841-78-7
4-chloromethyl-5-methyl-1,3-dioxol-2-one

: 147403-65-4
methyl 2-ethoxy-1-((2′-(N′-hydroxycarbamimidoyl)-biphenyl-4-yl)methyl)-1H-benzo[d]imidazole-7-carboxylate

: 1449029-77-9
(5-methyl-2-oxo-2H-1,3-dioxol-4yl)methyl 2-ethoxy-1-[(4-(2-[N-hydroxy-carbamimidoyl]phenyl)phenyl)-methyl]-1H-1,3-benzodiazole-7-carboxylate

Conditions

Conditions	Yield
Stage #1: trityl chloride; methyl 2-ethoxy-1-((2′-(N′-hydroxycarbamimidoyl)-biphenyl-4-yl)methyl)-1H-benzo[d]imidazole-7-carboxylate With triethylamine In dichloromethane at 25 - 30℃; for 16h; Large scale; Stage #2: With sodium hydroxide In tetrahydrofuran; methanol; water at 25 - 45℃; for 8h; Large scale; Stage #3: 4-chloromethyl-5-methyl-1,3-dioxol-2-one Reagent/catalyst; Temperature; Large scale; Further stages;	88%

Yield

Stage #1: trityl chloride; methyl 2-ethoxy-1-((2′-(N′-hydroxycarbamimidoyl)-biphenyl-4-yl)methyl)-1H-benzo[d]imidazole-7-carboxylate With triethylamine In dichloromethane at 25 - 30℃; for 16h; Large scale;
Stage #2: With sodium hydroxide In tetrahydrofuran; methanol; water at 25 - 45℃; for 8h; Large scale;
Stage #3: 4-chloromethyl-5-methyl-1,3-dioxol-2-one Reagent/catalyst; Temperature; Large scale; Further stages;

88%

...Expand

: 80841-78-7
4-chloromethyl-5-methyl-1,3-dioxol-2-one

: 80841-79-8
(5-methyl-2-oxo-1,3-dioxol-4-yl)methyl iodide

Conditions

Conditions	Yield
With sodium iodide In acetonitrile at 30℃; for 0.5h;	87%
With sodium iodide In butanone at 20 - 60℃; for 1.5h;	77%

: (3S,4S,4aR,6aR,6bS,8aS,11S,12aR,14aR,14bS)-11-[(benzhydryloxyoxy)carbonyl]-3-(4,4-difluoropiperidin-1-yl)-4,6a,6b,8a,11,14b-hexamethyl-14-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicene-4-carboxylic acid

: 80841-78-7
4-chloromethyl-5-methyl-1,3-dioxol-2-one

: 2-benzhydryl 9-(5-methyl-2-oxo-2H-1,3-dioxol-4-yl)methyl (2S,4aS,6aS,6bR,8aR,9S,10S,12aS,12bR,14bR)-10-(4,4-difluoropiperidin-1-yl)-2,4a,6a,6b,9,12a-hexamethyl-13-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-2,9-dicarboxylate

Conditions

Conditions	Yield
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 60℃; for 1h;	87%

: 1152636-93-5
(4S)-3-oxo-8-[2-(8-tert-butoxycarbonyl-5,6,7,8-tetrahydroimidazo[1,2-a]-pyrimidin-2-yl)ethoxy]-2-(2,2,2-trifluoroethyl)-2,3,4,5-tetrahydro-1H-2-benzazepin-4-acetic acid

: 80841-78-7
4-chloromethyl-5-methyl-1,3-dioxol-2-one

: 1152636-96-8
(5-methyl-2-oxo-[1,3]dioxolen-4-yl)methyl (4S)-3-oxo-8-[2-(8-tert-butoxycarbonyl-5,6,7,8-tetrahydroimidazo[1,2-a]pyrimidin-2-yl)ethoxy]-2-(2,2,2-trifluoroethyl)-2,3,4,5-tetrahydro-1H-2-benzazepin-4-acetate

Conditions

Conditions	Yield
Stage #1: (4S)-3-oxo-8-[2-(8-tert-butoxycarbonyl-5,6,7,8-tetrahydroimidazo[1,2-a]-pyrimidin-2-yl)ethoxy]-2-(2,2,2-trifluoroethyl)-2,3,4,5-tetrahydro-1H-2-benzazepin-4-acetic acid; 4-chloromethyl-5-methyl-1,3-dioxol-2-one With sodium hydrogencarbonate In N,N-dimethyl-formamide for 2.5h; Cooling with ice; Inert atmosphere; Stage #2: With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 6h; Stage #3: 4-chloromethyl-5-methyl-1,3-dioxol-2-one In N,N-dimethyl-formamide at 20℃; for 15.5h;	86%
Stage #1: (4S)-3-oxo-8-[2-(8-tert-butoxycarbonyl-5,6,7,8-tetrahydroimidazo[1,2-a]-pyrimidin-2-yl)ethoxy]-2-(2,2,2-trifluoroethyl)-2,3,4,5-tetrahydro-1H-2-benzazepin-4-acetic acid With sodium hydrogencarbonate In water; N,N-dimethyl-formamide for 2.5h; Inert atmosphere; Cooling with ice; Stage #2: 4-chloromethyl-5-methyl-1,3-dioxol-2-one With potassium carbonate at 20℃; for 21.5h;	86%

Yield

Stage #1: (4S)-3-oxo-8-[2-(8-tert-butoxycarbonyl-5,6,7,8-tetrahydroimidazo[1,2-a]-pyrimidin-2-yl)ethoxy]-2-(2,2,2-trifluoroethyl)-2,3,4,5-tetrahydro-1H-2-benzazepin-4-acetic acid; 4-chloromethyl-5-methyl-1,3-dioxol-2-one With sodium hydrogencarbonate In N,N-dimethyl-formamide for 2.5h; Cooling with ice; Inert atmosphere;
Stage #2: With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 6h;
Stage #3: 4-chloromethyl-5-methyl-1,3-dioxol-2-one In N,N-dimethyl-formamide at 20℃; for 15.5h;

86%

Stage #1: (4S)-3-oxo-8-[2-(8-tert-butoxycarbonyl-5,6,7,8-tetrahydroimidazo[1,2-a]-pyrimidin-2-yl)ethoxy]-2-(2,2,2-trifluoroethyl)-2,3,4,5-tetrahydro-1H-2-benzazepin-4-acetic acid With sodium hydrogencarbonate In water; N,N-dimethyl-formamide for 2.5h; Inert atmosphere; Cooling with ice;
Stage #2: 4-chloromethyl-5-methyl-1,3-dioxol-2-one With potassium carbonate at 20℃; for 21.5h;

86%

: 2-(((3S,4R,4aR,6aR,6bS,8aS,11S,12aR,14aR,14bS)-11-((benzhydryloxy)carbonyl)-3-hydroxy-4,6a,6b,8a,11,14b-hexamethyl-14-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-4-yl)methoxy)acetic acid

: 80841-78-7
4-chloromethyl-5-methyl-1,3-dioxol-2-one

: benzhydryl (2S,4aS,6aS,6bR,8aR,9R,10S,12aS,12bR,14bR)-10-hydroxy-2,4a,6a,6b,9,12a-hexamethyl-9-((2-((5-methyl-2-oxo-1,3-dioxol-4-yl)methoxy)-2-oxoethoxy)methyl)-13-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-2-carboxylate

Conditions

Conditions	Yield
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 50℃; for 1h;	86%

: 80841-78-7
4-chloromethyl-5-methyl-1,3-dioxol-2-one

: 147403-03-0
azilsartan

: C35H28N4O11

Conditions

Conditions	Yield
With sodium carbonate; sodium iodide In N,N-dimethyl acetamide at 35℃; for 3h; Reagent/catalyst; Solvent;	85.9%

: 851577-43-0
5-(((tert-butoxycarbonyl)amino)methyl)-6-isobutyl-2-methyl-4-(4-methylphenyl)nicotinic acid

: 80841-78-7
4-chloromethyl-5-methyl-1,3-dioxol-2-one

: 851581-35-6
(5-methyl-2-oxo-1,3-dioxol-4-yl)methyl 5-{[(tert-butoxycarbonyl)amino]methyl}-6-isobutyl-2-methyl-4-(4-methylphenyl)nicotinate

Conditions

Conditions	Yield
With potassium carbonate In DMF (N,N-dimethyl-formamide) at 20℃; for 1h;	85%

: 1187450-51-6
(6-{(pyridin-2-ylsulfonyl)[4-(thiazol-2-yl)benzyl]aminomethyl}pyridin-2-ylamino)-acetic acid

: 80841-78-7
4-chloromethyl-5-methyl-1,3-dioxol-2-one

: [(5-methyl-2-oxo-1,3-dioxolen-4-yl)methyl] (6-{(pyridin-2-ylsulfonyl)[4-(thiazol-2-yl)benzyl]aminomethyl}pyridin-2-ylamino)acetate

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 15h;	84%

: (E)-1-[[2′-[[N-(2-chlorotrityl)]-1H-tetrazol-5-yl]biphenyl-4-yl]methyl]imidazole-4-acrylic acid

: 80841-78-7
4-chloromethyl-5-methyl-1,3-dioxol-2-one

: (E)-(5-methyl-2-oxo-1,3-dioxol)methyl-1-[[2′-[[N-(2-chlorotrityl)]-1H-tetrazol-5-yl]biphenyl-4-yl]-methyl]imidazole-4-acrylate

Conditions

Conditions	Yield
Stage #1: (E)-1-[[2′-[[N-(2-chlorotrityl)]-1H-tetrazol-5-yl]biphenyl-4-yl]methyl]imidazole-4-acrylic acid With potassium carbonate In N,N-dimethyl acetamide at 20℃; for 0.5h; Inert atmosphere; Stage #2: 4-chloromethyl-5-methyl-1,3-dioxol-2-one In N,N-dimethyl acetamide for 4h; Inert atmosphere;	84%

: 5-({(3R)-1-[(trans-4-{(1S)-1-[(tert-butoxycarbonyl)amino]-2-fluoroethyl}cyclohexyl)carbonyl]-3-phenyl-L-prolyl}amino)-1H-indole-2-carboxylic acid

: 80841-78-7
4-chloromethyl-5-methyl-1,3-dioxol-2-one

: (5-methyl-2-oxo-1,3-disoxol-4-yl)methyl 5-({(3R)-1-(trans-4-{(1S)-1-[(tert-butoxycarbonyl)amino]-2-fluoroethyl}cyclohexyl)carbonyl-3-phenyl-L-prolyl}amino)-1H-indole-2-carboxylate

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃;	84%

: benzhydryl (2S,4aS,6aS,6bR,8aR,9S,10S,12aS,12bR,14bR)-10-acetoxy-9-isocyanato-2,4a,6a,6b,9,12a-hexamethyl-13-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-2-carboxylate

: 80841-78-7
4-chloromethyl-5-methyl-1,3-dioxol-2-one

: benzhydryl (2S,4aS,6aS,6bR,8aR,9S,10S,12aS,12bR,14bR)-10-acetoxy-2,4a,6a,6b,9,12a-hexamethyl-9-((((5-methyl-2-oxo-1,3-dioxol-4-yl)methoxy)carbonyl)amino)-13-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-2-carboxylate

Conditions

Conditions	Yield
With chloro-trimethyl-silane In dichloromethane at 20℃; Further stages;	84%

: 80841-78-7
4-chloromethyl-5-methyl-1,3-dioxol-2-one

: 106-54-7
p-Chlorothiophenol

: 111738-34-2
4-(4-Chlorophenyl)thiomethyl-5-methyl-1,3-dioxol-2-one

Conditions

Conditions	Yield
With triethylamine In dichloromethane	83%
With triethylamine In dichloromethane; ethyl acetate

4-Cloromethyl-5-methyl-1,3-dioxol-2-one Chemical Properties

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-Cloromethyl-5-methyl-1,3-dioxol-2-one Uses

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.

4-Cloromethyl-5-methyl-1,3-dioxol-2-one Safety Profile

Hazard Codes: Harmful 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-Cloromethyl-5-methyl-1,3-dioxol-2-one Specification

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) .

Product Name

4-Cloromethyl-5-methyl-1,3-dioxol-2-one

Synthetic route

4-Cloromethyl-5-methyl-1,3-dioxol-2-one Chemical Properties

4-Cloromethyl-5-methyl-1,3-dioxol-2-one Uses

4-Cloromethyl-5-methyl-1,3-dioxol-2-one Safety Profile

4-Cloromethyl-5-methyl-1,3-dioxol-2-one Specification

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