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Cas Database

Name	4-Bromomethyl-5-methyl-1,3-dioxol-2-one	EINECS	807-002-8
CAS No.	80715-22-6	Density	1.742 g/cm³
PSA	43.35000	LogP	1.43610
Solubility	N/A	Melting Point	188-190°C(lit.)
Formula	C₅H₅BrO₃	Boiling Point	180.518 °C at 760 mmHg
Molecular Weight	192.997	Flash Point	62.976 °C
Transport Information	N/A	Appearance	N/A
Safety		Risk Codes	R36/37/38
Molecular Structure		Hazard Symbols	Xi
Synonyms	(5-Methyl-2-oxo-1,3-dioxol-4-yl)methylbromide;5-(Bromomethyl)-4-methyl-2-oxo-1,3-dioxole;	Article Data	31

4-Bromomethyl-5-methyl-1,3-dioxol-2-one Synthetic route

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

: 80715-22-6
4-bromomethyl-1,3-dioxa-5-methylcyclopentene-2-one

Conditions

Conditions	Yield
With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) In tetrachloromethane at 85℃; for 16h; Inert atmosphere;	95%
With N-Bromosuccinimide In chloroform Reflux; Large scale;	93.8%
With N-Bromosuccinimide; dibenzoyl peroxide In tetrachloromethane at 77℃; for 6h;	92%

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

a,a-azobisisobutyronitrile (AIBN): a,a-azobisisobutyronitrile (AIBN)

: 80715-22-6
4-bromomethyl-1,3-dioxa-5-methylcyclopentene-2-one

Conditions

Conditions	Yield
With N-Bromosuccinimide In tetrachloromethane	90%

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

: 80715-22-6
4-bromomethyl-1,3-dioxa-5-methylcyclopentene-2-one

Conditions

Conditions	Yield
With sodium bromide In N,N-dimethyl-formamide at 20℃; for 1h;	75%
With sodium bromide In N,N-dimethyl-formamide at 20℃; for 1h;
With sodium bromide In N,N-dimethyl-formamide at 20℃; for 1.5h;
With sodium bromide In N,N-dimethyl-formamide; acetone at 40 - 45℃; for 5h; Product distribution / selectivity;

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

: 34241-39-9
azobisisobutyronitrile

: 80715-22-6
4-bromomethyl-1,3-dioxa-5-methylcyclopentene-2-one

Conditions

Conditions	Yield
With N-Bromosuccinimide In tetrachloromethane	48%
With N-Bromosuccinimide In tetrachloromethane

: 128-08-5
N-Bromosuccinimide

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

: 80715-22-6
4-bromomethyl-1,3-dioxa-5-methylcyclopentene-2-one

Conditions

Conditions	Yield
2,2'-azobis(isobutyronitrile) In benzene at 20℃; for 0.5h; Heating / reflux;

: 5-[4'-(bromomethyl)[1,1'-biphenyl]-2-yl]-2-(triphenylmethyl)-1H-tetrazole

: 80715-22-6
4-bromomethyl-1,3-dioxa-5-methylcyclopentene-2-one

: 144689-93-0
ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate

: 144690-92-6
trityl olmesartan medoxomil

Conditions

Conditions	Yield
Stage #1: 5-[4'-(bromomethyl)[1,1'-biphenyl]-2-yl]-2-(triphenylmethyl)-1H-tetrazole; ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate With tert-butylamine hydrobromide; potassium carbonate In acetone at 0 - 55℃; for 32h; Stage #2: 4-bromomethyl-1,3-dioxa-5-methylcyclopentene-2-one With potassium carbonate; potassium iodide In acetone at 20 - 55℃; for 3h;	98.5%

: 80715-22-6
4-bromomethyl-1,3-dioxa-5-methylcyclopentene-2-one

: 112984-60-8
ulifloxacin

: 123447-62-1
prulifloxacin

Conditions

Conditions	Yield
With potassium hydrogencarbonate In N,N-dimethyl-formamide at 0℃; for 5h; Large scale;	95.4%
With potassium hydrogencarbonate In N,N-dimethyl-formamide for 5h; Ambient temperature;	62%
Stage #1: ulifloxacin With potassium hydrogencarbonate In acetonitrile at 25 - 30℃; Stage #2: 4-bromomethyl-1,3-dioxa-5-methylcyclopentene-2-one at 15 - 30℃; for 27 - 28.25h;
Stage #1: 4-bromomethyl-1,3-dioxa-5-methylcyclopentene-2-one; ulifloxacin With potassium hydrogencarbonate In N,N-dimethyl-formamide at 0 - 28℃; for 3 - 4h; Stage #2: With hydrogenchloride In chloroform; water for 0.25h; pH=0.8 - 1.0;
Stage #1: ulifloxacin With N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; for 0.166667h; Stage #2: 4-bromomethyl-1,3-dioxa-5-methylcyclopentene-2-one In acetonitrile at 10 - 30℃; for 21h; Product distribution / selectivity;

: (2S,3S)-3-((2-(2-chloro-5-trityl-5H-pyrrolo[2,3-b]pyrazin-7-yl)-5-fluoro-6-(thiophen-2-yl)pyrimidin-4-yl)amino)bicyclo[2.2.2]octane-2-carboxylic acid

: 80715-22-6
4-bromomethyl-1,3-dioxa-5-methylcyclopentene-2-one

: (2S,3S)-(5-methyl-2-oxo-1,3-dioxol-4-yl)methyl 3-((2-(2-chloro-5-trityl-5H-pyrrolo[2,3-b]pyrazin-7-yl)-5-fluoro-6-(thiophen-2-yl)pyrimidin-4-yl)amino)bicyclo[2.2.2]octane-2-carboxylate

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃;	95%

: 124-38-9
carbon dioxide

: 63-91-2
L-phenylalanine

: 80715-22-6
4-bromomethyl-1,3-dioxa-5-methylcyclopentene-2-one

: (S)-2-(5-Methyl-2-oxo-[1,3]dioxol-4-ylmethoxycarbonylamino)-3-phenyl-propionic acid 5-methyl-2-oxo-[1,3]dioxol-4-ylmethyl ester

Conditions

Conditions	Yield
With caesium carbonate In N,N-dimethyl-formamide Ambient temperature;	94%

: 80715-22-6
4-bromomethyl-1,3-dioxa-5-methylcyclopentene-2-one

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

Conditions

Conditions	Yield
With potassium iodide In acetone Ambient temperature;	92%

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