3-benzo[1,3]dioxol-5-yl-propionyl chloride
5,6-methylenedioxy-1-indanone
Conditions | Yield |
---|---|
With tin(IV) chloride Friedel-Crafts acylation; | 95% |
With tin(IV) chloride In dichloromethane 1.) 0 deg C, 10 min, 2.) 0.5 h; | 84% |
bei der Destillation unter vermindertem Druck; | |
With aluminum (III) chloride In dichloromethane at 20℃; for 2h; |
Conditions | Yield |
---|---|
With acetic acid; L-proline at 120℃; for 24h; Green chemistry; | 81% |
With ethanol; nickel |
tert-butyl((6-ethynylbenzo[d][1,3]dioxol-5-yl)methoxy)dimethylsilane
B
5,6-methylenedioxy-1-indanone
Conditions | Yield |
---|---|
TpRuPPh3(MeCN)2SbF6 In toluene at 105℃; for 48h; | A 8% B 61% |
TpRuPPh3(MeCN)2SbF6 In toluene at 105℃; for 48h; | A 31% B 39% |
5,6-methylenedioxy-1-indanone
Conditions | Yield |
---|---|
TpRuPPh3(MeCN)2SbF6 In toluene at 105℃; for 24h; | 53% |
5,6-methylenedioxy-1-indanone
Conditions | Yield |
---|---|
With pyridine; tetrabutyl-ammonium chloride; tri tert-butylphosphoniumtetrafluoroborate; trans-di(μ-acetato)bis[o-(di-o-tolylphosphino)benzyl]dipalladium(II) In 1,4-dioxane at 170℃; for 0.5h; microwave irradiation; | 26% |
Conditions | Yield |
---|---|
With phosphorus pentachloride; benzene anschliessendes Behandeln mit Zinn(IV)-chlorid; | |
Multi-step reaction with 2 steps 1: thionyl chloride / benzene / 3 h / Heating 2: 84 percent / SnCl4 / CH2Cl2 / 1.) 0 deg C, 10 min, 2.) 0.5 h View Scheme | |
Multi-step reaction with 2 steps 1: phosphorus trichloride 2: bei der Destillation unter vermindertem Druck View Scheme | |
Multi-step reaction with 2 steps 1: oxalyl dichloride / dichloromethane; N,N-dimethyl-formamide / 20 °C 2: aluminum (III) chloride / dichloromethane / 2 h / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1: oxalyl dichloride / dichloromethane 2: tin(IV) chloride View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: Raney nickel; dioxane / 80 °C / Hydrogenation 2: benzene; phosphorus (V)-chloride / anschliessendes Behandeln mit Zinn(IV)-chlorid View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: piperidine; pyridine 2: 10% palladium on activated charcoal; hydrogen 3: oxalyl dichloride / dichloromethane 4: tin(IV) chloride View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 10% palladium on activated charcoal; hydrogen 2: oxalyl dichloride / dichloromethane 3: tin(IV) chloride View Scheme |
5,6-methylenedioxy-1-indanone
Conditions | Yield |
---|---|
With titanium tetrachloride In toluene at -10 - 20℃; for 73h; Inert atmosphere; | 100% |
With titanium tetrachloride In toluene at -10 - 20℃; Inert atmosphere; | 99% |
5,6-methylenedioxy-1-indanone
2-chloro-5,6,7-trimethoxyquinoline-3-carboxaldehyde
Conditions | Yield |
---|---|
With sodium hydroxide In methanol at 20℃; for 12h; | 96% |
5,6-methylenedioxy-1-indanone
2-(hydroxyimino)-5,6-(methylenedioxy)-1-indanone
Conditions | Yield |
---|---|
With isopentyl nitrite | 90% |
With hydrogenchloride; isopentyl nitrite In methanol for 1.25h; | 86.9% |
5,6-methylenedioxy-1-indanone
2-chloro-6-methoxyquinolin-3-carboxaldehyde
Conditions | Yield |
---|---|
With sodium hydroxide In methanol at 20℃; for 12h; | 90% |
Conditions | Yield |
---|---|
With hydrogenchloride In methanol for 24h; Aldol Condensation; Heating; | 90% |
3-benzo[1,3]dioxol-5-yl-propionyl chloride
5,6-methylenedioxy-1-indanone
Conditions | Yield |
---|---|
With tin(IV) chloride Friedel-Crafts acylation; | 95% |
With tin(IV) chloride In dichloromethane 1.) 0 deg C, 10 min, 2.) 0.5 h; | 84% |
bei der Destillation unter vermindertem Druck; | |
With aluminum (III) chloride In dichloromethane at 20℃; for 2h; |
Conditions | Yield |
---|---|
With acetic acid; L-proline at 120℃; for 24h; Green chemistry; | 81% |
With ethanol; nickel |
tert-butyl((6-ethynylbenzo[d][1,3]dioxol-5-yl)methoxy)dimethylsilane
B
5,6-methylenedioxy-1-indanone
Conditions | Yield |
---|---|
TpRuPPh3(MeCN)2SbF6 In toluene at 105℃; for 48h; | A 8% B 61% |
TpRuPPh3(MeCN)2SbF6 In toluene at 105℃; for 48h; | A 31% B 39% |
5,6-methylenedioxy-1-indanone
Conditions | Yield |
---|---|
TpRuPPh3(MeCN)2SbF6 In toluene at 105℃; for 24h; | 53% |
5,6-methylenedioxy-1-indanone
Conditions | Yield |
---|---|
With pyridine; tetrabutyl-ammonium chloride; tri tert-butylphosphoniumtetrafluoroborate; trans-di(μ-acetato)bis[o-(di-o-tolylphosphino)benzyl]dipalladium(II) In 1,4-dioxane at 170℃; for 0.5h; microwave irradiation; | 26% |
Conditions | Yield |
---|---|
With phosphorus pentachloride; benzene anschliessendes Behandeln mit Zinn(IV)-chlorid; | |
Multi-step reaction with 2 steps 1: thionyl chloride / benzene / 3 h / Heating 2: 84 percent / SnCl4 / CH2Cl2 / 1.) 0 deg C, 10 min, 2.) 0.5 h View Scheme | |
Multi-step reaction with 2 steps 1: phosphorus trichloride 2: bei der Destillation unter vermindertem Druck View Scheme | |
Multi-step reaction with 2 steps 1: oxalyl dichloride / dichloromethane; N,N-dimethyl-formamide / 20 °C 2: aluminum (III) chloride / dichloromethane / 2 h / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1: oxalyl dichloride / dichloromethane 2: tin(IV) chloride View Scheme |
5,6-methylenedioxy-1-indanone
Conditions | Yield |
---|---|
under 25 Torr; beim Destillieren; |
5,6-methylenedioxy-1-indanone
Conditions | Yield |
---|---|
With phosphorus pentachloride; Petroleum ether nachfolgende Behandlung der vom Phosphoroxychlorid befreiten Loesung mit Aluminiumchlorid; | |
With phosphorus pentaoxide; benzene |
5,6-methylenedioxy-1-indanone
Conditions | Yield |
---|---|
With ethanol; nickel |
3-(1,3 benzodioxol-5-yl)propionic acid
phosphorus pentachloride
5,6-methylenedioxy-1-indanone
Conditions | Yield |
---|---|
Behandlung des Reaktionsprodukts mit Aluminiumchlorid; |
3-(1,3 benzodioxol-5-yl)propionic acid
benzene
5,6-methylenedioxy-1-indanone
Conditions | Yield |
---|---|
Behandlung des Reaktionsprodukts mit Aluminiumchlorid; |
ethanol
2-ethenyl-4,5-(methylenedioxy)benzaldehyde
5,6-methylenedioxy-1-indanone
tert-butyl((6-ethynylbenzo[d][1,3]dioxol-5-yl)methoxy)dimethylsilane
5,6-methylenedioxy-1-indanone
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 8 percent / TpRuPPh3(MeCN)2SbF6 / toluene / 48 h / 105 °C 2: 53 percent / TpRuPPh3(MeCN)2SbF6 / toluene / 24 h / 105 °C View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: Raney nickel; dioxane / 80 °C / Hydrogenation 2: benzene; phosphorus (V)-chloride / anschliessendes Behandeln mit Zinn(IV)-chlorid View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: piperidine; pyridine 2: 10% palladium on activated charcoal; hydrogen 3: oxalyl dichloride / dichloromethane 4: tin(IV) chloride View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 10% palladium on activated charcoal; hydrogen 2: oxalyl dichloride / dichloromethane 3: tin(IV) chloride View Scheme |
Conditions | Yield |
---|---|
With titanium tetrachloride In toluene at -10 - 20℃; for 73h; Inert atmosphere; | 100% |
With titanium tetrachloride In toluene at -10 - 20℃; Inert atmosphere; | 99% |
5,6-methylenedioxy-1-indanone
2-chloro-5,6,7-trimethoxyquinoline-3-carboxaldehyde
Conditions | Yield |
---|---|
With sodium hydroxide In methanol at 20℃; for 12h; | 96% |
5,6-methylenedioxy-1-indanone
2-(hydroxyimino)-5,6-(methylenedioxy)-1-indanone
Conditions | Yield |
---|---|
With isopentyl nitrite | 90% |
With hydrogenchloride; isopentyl nitrite In methanol for 1.25h; | 86.9% |
5,6-methylenedioxy-1-indanone
2-chloro-6-methoxyquinolin-3-carboxaldehyde
Conditions | Yield |
---|---|
With sodium hydroxide In methanol at 20℃; for 12h; | 90% |
Conditions | Yield |
---|---|
With hydrogenchloride In methanol for 24h; Aldol Condensation; Heating; | 90% |
5,6-methylenedioxy-1-indanone
3,4-dihydroxy-5-nitrobenzaldehyde
Conditions | Yield |
---|---|
With hydrogenchloride In methanol; water Claisen-Schmidt Condensation; Reflux; | 88.1% |
5,6-methylenedioxy-1-indanone
2-chloro-8-methyl-quinoline-3-carbaldehyde
Conditions | Yield |
---|---|
With sodium methylate In methanol at 20℃; Claisen-Schmidt condensation; | 86% |
Conditions | Yield |
---|---|
With hydrogenchloride In methanol; water at 45℃; for 1.5h; | 85.8% |
5,6-methylenedioxy-1-indanone
2-bromo-5,6-methylenedioxy-1-indanone
Conditions | Yield |
---|---|
With copper(ll) bromide In ethyl acetate for 6h; Reflux; | 83% |
With tetra-N-butylammonium tribromide In methanol; dichloromethane at 20℃; |
5,6-methylenedioxy-1-indanone
2-chloro-7-methoxyquinoline-3-carbaldehyde
Conditions | Yield |
---|---|
With sodium hydroxide In methanol at 20℃; for 12h; | 77% |
5,6-methylenedioxy-1-indanone
carbonic acid dimethyl ester
methyl 5-oxo-6,7-dihydro-5H-indeno[5,6-d][1,3]dioxole-6-carboxylate
Conditions | Yield |
---|---|
With sodium hydride In paraffin oil at 90℃; | 76% |
5,6-methylenedioxy-1-indanone
2-(hydroxyimino)-5,6-(methylenedioxy)-1-indanone
Conditions | Yield |
---|---|
With hydrogenchloride; n-Amyl nitrite In methanol; water | 75% |
With hydrogenchloride; n-Amyl nitrite In ethanol 1) 50 deg C, 2 h; | 72% |
5,6-methylenedioxy-1-indanone
N,N'-Bis-[6,7-dihydro-indeno[5,6-d][1,3]dioxol-(5E)-ylidene]-hydrazine
Conditions | Yield |
---|---|
With hydrazine hydrate In ethanol Heating; | 68% |
5,6-methylenedioxy-1-indanone
N,N-dimethyl-formamide
C11H7ClO3
Conditions | Yield |
---|---|
With trichlorophosphate at 0 - 10℃; for 1h; Vilsmeier-Haack-Arnold reaction; | 64% |
5,6-methylenedioxy-1-indanone
1-benzyl-4-formylpiperidine
Conditions | Yield |
---|---|
With Amberlyst A-26 In methanol at 20 - 50℃; for 2h; Irradiation; Green chemistry; regioselective reaction; | 64% |
5,6-methylenedioxy-1-indanone
2-chloro-6,7-dimethoxy-3-quinolinecarboxaldehyde
Conditions | Yield |
---|---|
With sodium methylate In methanol at 20℃; Claisen-Schmidt condensation; | 61% |
5,6-methylenedioxy-1-indanone
phenyl isothiocyanate
6,7-methylenedioxy-N-phenyl-1,4-dihydroindeno[1,2-c]pyrazol-3-amine
Conditions | Yield |
---|---|
Stage #1: 5,6-methylenedioxy-1-indanone; phenyl isothiocyanate With lithium hexamethyldisilazane In tetrahydrofuran; hexane at 20℃; for 12h; Stage #2: With hydrazine hydrate; acetic acid In tetrahydrofuran; hexane for 24h; Reflux; | 48% |
5,6-methylenedioxy-1-indanone
toluene-4-sulfonic acid hydrazide
C17H16N2O4S
Conditions | Yield |
---|---|
In ethanol Heating; | 46% |
5,6-methylenedioxy-1-indanone
3-bromo-pyridine-4-carbaldehyde
(6E)-6-[(3-bromo-4-pyridyl)methylene]-5H-cyclopenta[f][1,3]-benzodioxol-7-one
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In toluene for 4h; Reflux; Dean-Stark; | 35% |
5,6-methylenedioxy-1-indanone
Conditions | Yield |
---|---|
With sulfuric acid; Selectfluor In methanol at 50℃; for 48h; Inert atmosphere; | 32% |
5,6-methylenedioxy-1-indanone
potassium cyanide
6',7'-dihydro-spiro[imidazolidine-4,5'-indeno[5,6-d][1,3]dioxole]-2,5-dione
Conditions | Yield |
---|---|
With ammonium carbonate In ethanol at 110℃; | 29% |
Conditions | Yield |
---|---|
With ethanol |
Conditions | Yield |
---|---|
With ethanol |
formaldehyd
5,6-methylenedioxy-1-indanone
1,2,3,4-tetrahydroisoquinoline
Conditions | Yield |
---|---|
With ethanol |
Conditions | Yield |
---|---|
With acetic anhydride |
The 5H-Indeno[5,6-d]-1,3-dioxol-5-one,6,7-dihydro-, with the CAS registry number 6412-87-9, is also known as 2H-Indano[5,6-d]1,3-dioxolen-5-one. This chemical's molecular formula is C10H8O3 and molecular weight is 176.17. Its systematic name is called 6,7-dihydro-5H-indeno[5,6-d][1,3]dioxol-5-one. When you are using this chemical, please be cautious about it, it may cause damage to health. Harmful if swallowed.
Physical properties of 5H-Indeno[5,6-d]-1,3-dioxol-5-one,6,7-dihydro-: (1)ACD/LogP: 1.96; (2)#H bond acceptors: 3; (3)Index of Refraction: 1.626; (4)Molar Refractivity: 44.71 cm3; (5)Molar Volume: 126.1 cm3; (6)Surface Tension: 56 dyne/cm; (7)Density: 1.395 g/cm3; (8)Flash Point: 153.6 °C; (9)Enthalpy of Vaporization: 58.89 kJ/mol; (10)Boiling Point: 344.9 °C at 760 mmHg; (11)Vapour Pressure: 6.38E-05 mmHg at 25°C.
You can still convert the following datas into molecular structure:
(1)SMILES: O=C3c2c(cc1OCOc1c2)CC3
(2)InChI: InChI=1/C10H8O3/c11-8-2-1-6-3-9-10(4-7(6)8)13-5-12-9/h3-4H,1-2,5H2
(3)InChIKey: LKLNTTMWFRNYLE-UHFFFAOYAO
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