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6412-87-9

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6412-87-9 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 6412-87-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 6,4,1 and 2 respectively; the second part has 2 digits, 8 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 6412-87:
(6*6)+(5*4)+(4*1)+(3*2)+(2*8)+(1*7)=89
89 % 10 = 9
So 6412-87-9 is a valid CAS Registry Number.
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

6412-87-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name 5,6-dihydrocyclopenta[f][1,3]benzodioxol-7-one

1.2 Other means of identification

Product number -
Other names 5,6-(methylenedioxy)-l-indanone

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:6412-87-9 SDS

6412-87-9Synthetic route

3-benzo[1,3]dioxol-5-yl-propionyl chloride
68996-81-6

3-benzo[1,3]dioxol-5-yl-propionyl chloride

5,6-methylenedioxy-1-indanone
6412-87-9

5,6-methylenedioxy-1-indanone

Conditions
ConditionsYield
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;
2-ethenyl-4,5-(methylenedioxy)benzaldehyde
3811-52-7

2-ethenyl-4,5-(methylenedioxy)benzaldehyde

5,6-methylenedioxy-1-indanone
6412-87-9

5,6-methylenedioxy-1-indanone

Conditions
ConditionsYield
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
937792-71-7

tert-butyl((6-ethynylbenzo[d][1,3]dioxol-5-yl)methoxy)dimethylsilane

A

tert-butyl-(5H-indeno[5,6-d][1,3]dioxol-5-yloxy)dimethylsilane

tert-butyl-(5H-indeno[5,6-d][1,3]dioxol-5-yloxy)dimethylsilane

B

5,6-methylenedioxy-1-indanone
6412-87-9

5,6-methylenedioxy-1-indanone

Conditions
ConditionsYield
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%
tert-butyl-(5H-indeno[5,6-d][1,3]dioxol-5-yloxy)dimethylsilane

tert-butyl-(5H-indeno[5,6-d][1,3]dioxol-5-yloxy)dimethylsilane

5,6-methylenedioxy-1-indanone
6412-87-9

5,6-methylenedioxy-1-indanone

Conditions
ConditionsYield
TpRuPPh3(MeCN)2SbF6 In toluene at 105℃; for 24h;53%
5-chloro-6-vinylbenzo[1,3]dioxole

5-chloro-6-vinylbenzo[1,3]dioxole

molybdenum hexacarbonyl

molybdenum hexacarbonyl

5,6-methylenedioxy-1-indanone
6412-87-9

5,6-methylenedioxy-1-indanone

Conditions
ConditionsYield
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%
3-(1,3 benzodioxol-5-yl)propionic acid
2815-95-4

3-(1,3 benzodioxol-5-yl)propionic acid

5,6-methylenedioxy-1-indanone
6412-87-9

5,6-methylenedioxy-1-indanone

Conditions
ConditionsYield
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
3,4-methylenedioxy-trans-cinnamic acid
2373-80-0

3,4-methylenedioxy-trans-cinnamic acid

5,6-methylenedioxy-1-indanone
6412-87-9

5,6-methylenedioxy-1-indanone

Conditions
ConditionsYield
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
piperonal
120-57-0

piperonal

5,6-methylenedioxy-1-indanone
6412-87-9

5,6-methylenedioxy-1-indanone

Conditions
ConditionsYield
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
3,4-(methylenedioxy)cinnamic acid
2373-80-0

3,4-(methylenedioxy)cinnamic acid

5,6-methylenedioxy-1-indanone
6412-87-9

5,6-methylenedioxy-1-indanone

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 10% palladium on activated charcoal; hydrogen
2: oxalyl dichloride / dichloromethane
3: tin(IV) chloride
View Scheme
piperidine

piperidine

5,6-methylenedioxy-1-indanone
6412-87-9

5,6-methylenedioxy-1-indanone

1-(5,6-methylenedioxy-1H-inden-3-yl)piperidine

1-(5,6-methylenedioxy-1H-inden-3-yl)piperidine

Conditions
ConditionsYield
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
6412-87-9

5,6-methylenedioxy-1-indanone

2-chloro-5,6,7-trimethoxyquinoline-3-carboxaldehyde
68236-25-9

2-chloro-5,6,7-trimethoxyquinoline-3-carboxaldehyde

6-[1-(2-Chloro-5,6,7-trimethoxy-quinolin-3-yl)-meth-(E)-ylidene]-6,7-dihydro-indeno[5,6-d][1,3]dioxol-5-one

6-[1-(2-Chloro-5,6,7-trimethoxy-quinolin-3-yl)-meth-(E)-ylidene]-6,7-dihydro-indeno[5,6-d][1,3]dioxol-5-one

Conditions
ConditionsYield
With sodium hydroxide In methanol at 20℃; for 12h;96%
5,6-methylenedioxy-1-indanone
6412-87-9

5,6-methylenedioxy-1-indanone

2-(hydroxyimino)-5,6-(methylenedioxy)-1-indanone
38489-93-9

2-(hydroxyimino)-5,6-(methylenedioxy)-1-indanone

Conditions
ConditionsYield
With isopentyl nitrite90%
With hydrogenchloride; isopentyl nitrite In methanol for 1.25h;86.9%
5,6-methylenedioxy-1-indanone
6412-87-9

5,6-methylenedioxy-1-indanone

2-chloro-6-methoxyquinolin-3-carboxaldehyde
73568-29-3

2-chloro-6-methoxyquinolin-3-carboxaldehyde

6-[1-(2-Chloro-6-methoxy-quinolin-3-yl)-meth-(E)-ylidene]-6,7-dihydro-indeno[5,6-d][1,3]dioxol-5-one

6-[1-(2-Chloro-6-methoxy-quinolin-3-yl)-meth-(E)-ylidene]-6,7-dihydro-indeno[5,6-d][1,3]dioxol-5-one

Conditions
ConditionsYield
With sodium hydroxide In methanol at 20℃; for 12h;90%
5,6-methylenedioxy-1-indanone
6412-87-9

5,6-methylenedioxy-1-indanone

3,4-dihydroxybenzaldehyde
139-85-5

3,4-dihydroxybenzaldehyde

(E)-6-(3,4-dihydroxybenzylidene)-6,7-dihydro-5H-indeno[5,6-d][1,3]dioxol-5-one

(E)-6-(3,4-dihydroxybenzylidene)-6,7-dihydro-5H-indeno[5,6-d][1,3]dioxol-5-one

Conditions
ConditionsYield
With hydrogenchloride In methanol for 24h; Aldol Condensation; Heating;90%
3-benzo[1,3]dioxol-5-yl-propionyl chloride
68996-81-6

3-benzo[1,3]dioxol-5-yl-propionyl chloride

5,6-methylenedioxy-1-indanone
6412-87-9

5,6-methylenedioxy-1-indanone

Conditions
ConditionsYield
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;
2-ethenyl-4,5-(methylenedioxy)benzaldehyde
3811-52-7

2-ethenyl-4,5-(methylenedioxy)benzaldehyde

5,6-methylenedioxy-1-indanone
6412-87-9

5,6-methylenedioxy-1-indanone

Conditions
ConditionsYield
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
937792-71-7

tert-butyl((6-ethynylbenzo[d][1,3]dioxol-5-yl)methoxy)dimethylsilane

A

tert-butyl-(5H-indeno[5,6-d][1,3]dioxol-5-yloxy)dimethylsilane

tert-butyl-(5H-indeno[5,6-d][1,3]dioxol-5-yloxy)dimethylsilane

B

5,6-methylenedioxy-1-indanone
6412-87-9

5,6-methylenedioxy-1-indanone

Conditions
ConditionsYield
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%
tert-butyl-(5H-indeno[5,6-d][1,3]dioxol-5-yloxy)dimethylsilane

tert-butyl-(5H-indeno[5,6-d][1,3]dioxol-5-yloxy)dimethylsilane

5,6-methylenedioxy-1-indanone
6412-87-9

5,6-methylenedioxy-1-indanone

Conditions
ConditionsYield
TpRuPPh3(MeCN)2SbF6 In toluene at 105℃; for 24h;53%
5-chloro-6-vinylbenzo[1,3]dioxole

5-chloro-6-vinylbenzo[1,3]dioxole

molybdenum hexacarbonyl

molybdenum hexacarbonyl

5,6-methylenedioxy-1-indanone
6412-87-9

5,6-methylenedioxy-1-indanone

Conditions
ConditionsYield
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%
3-(1,3 benzodioxol-5-yl)propionic acid
2815-95-4

3-(1,3 benzodioxol-5-yl)propionic acid

5,6-methylenedioxy-1-indanone
6412-87-9

5,6-methylenedioxy-1-indanone

Conditions
ConditionsYield
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
β-<3.4-methylenedioxy-phenyl>-propionic acid chloride

β-<3.4-methylenedioxy-phenyl>-propionic acid chloride

5,6-methylenedioxy-1-indanone
6412-87-9

5,6-methylenedioxy-1-indanone

Conditions
ConditionsYield
under 25 Torr; beim Destillieren;
β-<3.4-methylenedioxy-phenyl>-propionic acid

β-<3.4-methylenedioxy-phenyl>-propionic acid

5,6-methylenedioxy-1-indanone
6412-87-9

5,6-methylenedioxy-1-indanone

Conditions
ConditionsYield
With phosphorus pentachloride; Petroleum ether nachfolgende Behandlung der vom Phosphoroxychlorid befreiten Loesung mit Aluminiumchlorid;
With phosphorus pentaoxide; benzene
5-oxo-5H-thiopyrano<3,4-f>benzo<1,3>dioxole-7-carboxylic acid

5-oxo-5H-thiopyrano<3,4-f>benzo<1,3>dioxole-7-carboxylic acid

5,6-methylenedioxy-1-indanone
6412-87-9

5,6-methylenedioxy-1-indanone

Conditions
ConditionsYield
With ethanol; nickel
3-(1,3 benzodioxol-5-yl)propionic acid
2815-95-4

3-(1,3 benzodioxol-5-yl)propionic acid

phosphorus pentachloride
10026-13-8, 874483-75-7

phosphorus pentachloride

petroleum ether

petroleum ether

5,6-methylenedioxy-1-indanone
6412-87-9

5,6-methylenedioxy-1-indanone

Conditions
ConditionsYield
Behandlung des Reaktionsprodukts mit Aluminiumchlorid;
3-(1,3 benzodioxol-5-yl)propionic acid
2815-95-4

3-(1,3 benzodioxol-5-yl)propionic acid

benzene
71-43-2

benzene

phosphorus pentoxide

phosphorus pentoxide

5,6-methylenedioxy-1-indanone
6412-87-9

5,6-methylenedioxy-1-indanone

Conditions
ConditionsYield
Behandlung des Reaktionsprodukts mit Aluminiumchlorid;
ethanol
64-17-5

ethanol

5-oxo-5H-isothiochromeno[6,7-d][1,3]dioxole-7-carboxylic acid

5-oxo-5H-isothiochromeno[6,7-d][1,3]dioxole-7-carboxylic acid

Raney nickel

Raney nickel

5,6-methylenedioxy-1-indanone
6412-87-9

5,6-methylenedioxy-1-indanone

ethanol
64-17-5

ethanol

2-ethenyl-4,5-(methylenedioxy)benzaldehyde
3811-52-7

2-ethenyl-4,5-(methylenedioxy)benzaldehyde

Raney nickel

Raney nickel

5,6-methylenedioxy-1-indanone
6412-87-9

5,6-methylenedioxy-1-indanone

tert-butyl((6-ethynylbenzo[d][1,3]dioxol-5-yl)methoxy)dimethylsilane
937792-71-7

tert-butyl((6-ethynylbenzo[d][1,3]dioxol-5-yl)methoxy)dimethylsilane

5,6-methylenedioxy-1-indanone
6412-87-9

5,6-methylenedioxy-1-indanone

Conditions
ConditionsYield
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
3,4-methylenedioxy-trans-cinnamic acid
2373-80-0

3,4-methylenedioxy-trans-cinnamic acid

5,6-methylenedioxy-1-indanone
6412-87-9

5,6-methylenedioxy-1-indanone

Conditions
ConditionsYield
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
piperonal
120-57-0

piperonal

5,6-methylenedioxy-1-indanone
6412-87-9

5,6-methylenedioxy-1-indanone

Conditions
ConditionsYield
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
3,4-(methylenedioxy)cinnamic acid
2373-80-0

3,4-(methylenedioxy)cinnamic acid

5,6-methylenedioxy-1-indanone
6412-87-9

5,6-methylenedioxy-1-indanone

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 10% palladium on activated charcoal; hydrogen
2: oxalyl dichloride / dichloromethane
3: tin(IV) chloride
View Scheme
piperidine
110-89-4

piperidine

5,6-methylenedioxy-1-indanone
6412-87-9

5,6-methylenedioxy-1-indanone

1-(5,6-methylenedioxy-1H-inden-3-yl)piperidine

1-(5,6-methylenedioxy-1H-inden-3-yl)piperidine

Conditions
ConditionsYield
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
6412-87-9

5,6-methylenedioxy-1-indanone

2-chloro-5,6,7-trimethoxyquinoline-3-carboxaldehyde
68236-25-9

2-chloro-5,6,7-trimethoxyquinoline-3-carboxaldehyde

6-[1-(2-Chloro-5,6,7-trimethoxy-quinolin-3-yl)-meth-(E)-ylidene]-6,7-dihydro-indeno[5,6-d][1,3]dioxol-5-one

6-[1-(2-Chloro-5,6,7-trimethoxy-quinolin-3-yl)-meth-(E)-ylidene]-6,7-dihydro-indeno[5,6-d][1,3]dioxol-5-one

Conditions
ConditionsYield
With sodium hydroxide In methanol at 20℃; for 12h;96%
5,6-methylenedioxy-1-indanone
6412-87-9

5,6-methylenedioxy-1-indanone

2-(hydroxyimino)-5,6-(methylenedioxy)-1-indanone
38489-93-9

2-(hydroxyimino)-5,6-(methylenedioxy)-1-indanone

Conditions
ConditionsYield
With isopentyl nitrite90%
With hydrogenchloride; isopentyl nitrite In methanol for 1.25h;86.9%
5,6-methylenedioxy-1-indanone
6412-87-9

5,6-methylenedioxy-1-indanone

2-chloro-6-methoxyquinolin-3-carboxaldehyde
73568-29-3

2-chloro-6-methoxyquinolin-3-carboxaldehyde

6-[1-(2-Chloro-6-methoxy-quinolin-3-yl)-meth-(E)-ylidene]-6,7-dihydro-indeno[5,6-d][1,3]dioxol-5-one

6-[1-(2-Chloro-6-methoxy-quinolin-3-yl)-meth-(E)-ylidene]-6,7-dihydro-indeno[5,6-d][1,3]dioxol-5-one

Conditions
ConditionsYield
With sodium hydroxide In methanol at 20℃; for 12h;90%
5,6-methylenedioxy-1-indanone
6412-87-9

5,6-methylenedioxy-1-indanone

3,4-dihydroxybenzaldehyde
139-85-5

3,4-dihydroxybenzaldehyde

(E)-6-(3,4-dihydroxybenzylidene)-6,7-dihydro-5H-indeno[5,6-d][1,3]dioxol-5-one

(E)-6-(3,4-dihydroxybenzylidene)-6,7-dihydro-5H-indeno[5,6-d][1,3]dioxol-5-one

Conditions
ConditionsYield
With hydrogenchloride In methanol for 24h; Aldol Condensation; Heating;90%
5,6-methylenedioxy-1-indanone
6412-87-9

5,6-methylenedioxy-1-indanone

3,4-dihydroxy-5-nitrobenzaldehyde
116313-85-0

3,4-dihydroxy-5-nitrobenzaldehyde

(6E)-6-(3,4-dihydroxy-5-nitrobenzylidene)-6,7-dihydro-5H-indeno[5,6-d][1,3]dioxol-5-one

(6E)-6-(3,4-dihydroxy-5-nitrobenzylidene)-6,7-dihydro-5H-indeno[5,6-d][1,3]dioxol-5-one

Conditions
ConditionsYield
With hydrogenchloride In methanol; water Claisen-Schmidt Condensation; Reflux;88.1%
5,6-methylenedioxy-1-indanone
6412-87-9

5,6-methylenedioxy-1-indanone

2-chloro-8-methyl-quinoline-3-carbaldehyde
73568-26-0

2-chloro-8-methyl-quinoline-3-carbaldehyde

6-[1-(2-Chloro-8-methyl-quinolin-3-yl)-meth-(E)-ylidene]-6,7-dihydro-indeno[5,6-d][1,3]dioxol-5-one

6-[1-(2-Chloro-8-methyl-quinolin-3-yl)-meth-(E)-ylidene]-6,7-dihydro-indeno[5,6-d][1,3]dioxol-5-one

Conditions
ConditionsYield
With sodium methylate In methanol at 20℃; Claisen-Schmidt condensation;86%
5,6-methylenedioxy-1-indanone
6412-87-9

5,6-methylenedioxy-1-indanone

isopentyl nitrite
110-46-3

isopentyl nitrite

(6E)-6-hydroxyimino-5H-cyclopenta[f][1,3]benzodioxol-7-one

(6E)-6-hydroxyimino-5H-cyclopenta[f][1,3]benzodioxol-7-one

Conditions
ConditionsYield
With hydrogenchloride In methanol; water at 45℃; for 1.5h;85.8%
5,6-methylenedioxy-1-indanone
6412-87-9

5,6-methylenedioxy-1-indanone

2-bromo-5,6-methylenedioxy-1-indanone
54714-55-5

2-bromo-5,6-methylenedioxy-1-indanone

Conditions
ConditionsYield
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
6412-87-9

5,6-methylenedioxy-1-indanone

2-chloro-7-methoxyquinoline-3-carbaldehyde
68236-20-4

2-chloro-7-methoxyquinoline-3-carbaldehyde

6-[1-(2-Chloro-7-methoxy-quinolin-3-yl)-meth-(E)-ylidene]-6,7-dihydro-indeno[5,6-d][1,3]dioxol-5-one

6-[1-(2-Chloro-7-methoxy-quinolin-3-yl)-meth-(E)-ylidene]-6,7-dihydro-indeno[5,6-d][1,3]dioxol-5-one

Conditions
ConditionsYield
With sodium hydroxide In methanol at 20℃; for 12h;77%
5,6-methylenedioxy-1-indanone
6412-87-9

5,6-methylenedioxy-1-indanone

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

methyl 5-oxo-6,7-dihydro-5H-indeno[5,6-d][1,3]dioxole-6-carboxylate
18959-56-3

methyl 5-oxo-6,7-dihydro-5H-indeno[5,6-d][1,3]dioxole-6-carboxylate

Conditions
ConditionsYield
With sodium hydride In paraffin oil at 90℃;76%
5,6-methylenedioxy-1-indanone
6412-87-9

5,6-methylenedioxy-1-indanone

2-(hydroxyimino)-5,6-(methylenedioxy)-1-indanone
38489-93-9

2-(hydroxyimino)-5,6-(methylenedioxy)-1-indanone

Conditions
ConditionsYield
With hydrogenchloride; n-Amyl nitrite In methanol; water75%
With hydrogenchloride; n-Amyl nitrite In ethanol 1) 50 deg C, 2 h;72%
5,6-methylenedioxy-1-indanone
6412-87-9

5,6-methylenedioxy-1-indanone

N,N'-Bis-[6,7-dihydro-indeno[5,6-d][1,3]dioxol-(5E)-ylidene]-hydrazine
100556-02-3

N,N'-Bis-[6,7-dihydro-indeno[5,6-d][1,3]dioxol-(5E)-ylidene]-hydrazine

Conditions
ConditionsYield
With hydrazine hydrate In ethanol Heating;68%
5,6-methylenedioxy-1-indanone
6412-87-9

5,6-methylenedioxy-1-indanone

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

C11H7ClO3
1314802-46-4

C11H7ClO3

Conditions
ConditionsYield
With trichlorophosphate at 0 - 10℃; for 1h; Vilsmeier-Haack-Arnold reaction;64%
5,6-methylenedioxy-1-indanone
6412-87-9

5,6-methylenedioxy-1-indanone

1-benzyl-4-formylpiperidine
22065-85-6

1-benzyl-4-formylpiperidine

(E)-6-((1-benzylpiperidin-4-yl)methylene)-6,7-dihydro-5H-indeno[5,6-d][1,3]dioxol-5-one

(E)-6-((1-benzylpiperidin-4-yl)methylene)-6,7-dihydro-5H-indeno[5,6-d][1,3]dioxol-5-one

Conditions
ConditionsYield
With Amberlyst A-26 In methanol at 20 - 50℃; for 2h; Irradiation; Green chemistry; regioselective reaction;64%
5,6-methylenedioxy-1-indanone
6412-87-9

5,6-methylenedioxy-1-indanone

2-chloro-6,7-dimethoxy-3-quinolinecarboxaldehyde
68236-23-7

2-chloro-6,7-dimethoxy-3-quinolinecarboxaldehyde

6-[1-(2-Chloro-6,7-dimethoxy-quinolin-3-yl)-meth-(E)-ylidene]-6,7-dihydro-indeno[5,6-d][1,3]dioxol-5-one

6-[1-(2-Chloro-6,7-dimethoxy-quinolin-3-yl)-meth-(E)-ylidene]-6,7-dihydro-indeno[5,6-d][1,3]dioxol-5-one

Conditions
ConditionsYield
With sodium methylate In methanol at 20℃; Claisen-Schmidt condensation;61%
5,6-methylenedioxy-1-indanone
6412-87-9

5,6-methylenedioxy-1-indanone

phenyl isothiocyanate
103-72-0

phenyl isothiocyanate

6,7-methylenedioxy-N-phenyl-1,4-dihydroindeno[1,2-c]pyrazol-3-amine
1421448-21-6

6,7-methylenedioxy-N-phenyl-1,4-dihydroindeno[1,2-c]pyrazol-3-amine

Conditions
ConditionsYield
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
6412-87-9

5,6-methylenedioxy-1-indanone

toluene-4-sulfonic acid hydrazide
1576-35-8

toluene-4-sulfonic acid hydrazide

C17H16N2O4S
100556-05-6

C17H16N2O4S

Conditions
ConditionsYield
In ethanol Heating;46%
5,6-methylenedioxy-1-indanone
6412-87-9

5,6-methylenedioxy-1-indanone

3-bromo-pyridine-4-carbaldehyde
70201-43-3

3-bromo-pyridine-4-carbaldehyde

(6E)-6-[(3-bromo-4-pyridyl)methylene]-5H-cyclopenta[f][1,3]-benzodioxol-7-one
1620646-37-8

(6E)-6-[(3-bromo-4-pyridyl)methylene]-5H-cyclopenta[f][1,3]-benzodioxol-7-one

Conditions
ConditionsYield
With toluene-4-sulfonic acid In toluene for 4h; Reflux; Dean-Stark;35%
5,6-methylenedioxy-1-indanone
6412-87-9

5,6-methylenedioxy-1-indanone

6-fluoro-6,7-dihydro-5H-indeno[5,6-d][1,3]dioxol-5-one

6-fluoro-6,7-dihydro-5H-indeno[5,6-d][1,3]dioxol-5-one

Conditions
ConditionsYield
With sulfuric acid; Selectfluor In methanol at 50℃; for 48h; Inert atmosphere;32%
5,6-methylenedioxy-1-indanone
6412-87-9

5,6-methylenedioxy-1-indanone

potassium cyanide
151-50-8

potassium cyanide

6',7'-dihydro-spiro[imidazolidine-4,5'-indeno[5,6-d][1,3]dioxole]-2,5-dione
66892-40-8

6',7'-dihydro-spiro[imidazolidine-4,5'-indeno[5,6-d][1,3]dioxole]-2,5-dione

Conditions
ConditionsYield
With ammonium carbonate In ethanol at 110℃;29%
formaldehyd
50-00-0

formaldehyd

5,6-methylenedioxy-1-indanone
6412-87-9

5,6-methylenedioxy-1-indanone

morpholin hydrochloride
10024-89-2

morpholin hydrochloride

6-morpholinomethyl-6,7-dihydro-indeno[5,6-d][1,3]dioxol-5-one

6-morpholinomethyl-6,7-dihydro-indeno[5,6-d][1,3]dioxol-5-one

Conditions
ConditionsYield
With ethanol
formaldehyd
50-00-0

formaldehyd

5,6-methylenedioxy-1-indanone
6412-87-9

5,6-methylenedioxy-1-indanone

piperidine hydrochloride
6091-44-7

piperidine hydrochloride

6-piperidinomethyl-6,7-dihydro-indeno[5,6-d][1,3]dioxol-5-one

6-piperidinomethyl-6,7-dihydro-indeno[5,6-d][1,3]dioxol-5-one

Conditions
ConditionsYield
With ethanol
formaldehyd
50-00-0

formaldehyd

5,6-methylenedioxy-1-indanone
6412-87-9

5,6-methylenedioxy-1-indanone

1,2,3,4-tetrahydroisoquinoline
14099-81-1

1,2,3,4-tetrahydroisoquinoline

6-(3,4-dihydro-1H-[2]isoquinolylmethyl)-6,7-dihydro-indeno[5,6-d][1,3]dioxol-5-one; hydrochloride

6-(3,4-dihydro-1H-[2]isoquinolylmethyl)-6,7-dihydro-indeno[5,6-d][1,3]dioxol-5-one; hydrochloride

Conditions
ConditionsYield
With ethanol
5,6-methylenedioxy-1-indanone
6412-87-9

5,6-methylenedioxy-1-indanone

6-nitro-1,3-benzodioxole-5-carbaldehyde
712-97-0

6-nitro-1,3-benzodioxole-5-carbaldehyde

6-((Ξ)-6-nitro-benzo[1,3]dioxol-5-ylmethylene)-6,7-dihydro-indeno[5,6-d][1,3]dioxol-5-one

6-((Ξ)-6-nitro-benzo[1,3]dioxol-5-ylmethylene)-6,7-dihydro-indeno[5,6-d][1,3]dioxol-5-one

Conditions
ConditionsYield
With acetic anhydride

6412-87-9Relevant articles and documents

A metal-free method for the facile synthesis of indanonesviathe intramolecular hydroacylation of 2-vinylbenzaldehyde

He, Guoxue,Ma, Jinyu,Zhou, Jianhui,Li, Chunpu,Liu, Hong,Zhou, Yu

supporting information, p. 1036 - 1040 (2021/02/09)

A facile method for the synthesis of indanones was developed under metal- and additive-free conditions, whereinl-proline served as an efficient and environmentally benign catalyst. Compared with previously synthesized indanones, synthesis by the transition-metal-catalyzed intramolecular hydroacylation of 2-vinylbenzaldehyde provided a more green synthetic pathway to indanone scaffolds with good to excellent yields. More importantly, it could be used to synthsize the anti-AD drug donepezil.

Design and synthesis of brazilin-like compounds

Pan, Chengxue,Zeng, Xianghui,Guan, Yifu,Jiang, Xiangliu,Li, Liang,Zhang, Hongbin

, p. 425 - 429 (2011/04/22)

A general and flexible synthetic route, which leads to the synthesis of brazilin-like compounds, was developed. The aza-brazilin derivatives show strong anticancer activities in MTT assay towards a number of human cancer cell lines including HT29, A549, HL60, and K562. Georg Thieme Verlag Stuttgart New York.

Microwave-enhanced carbonylative generation of indanones and 3-acylaminoindanones

Wu, Xiongyu,Nilsson, Peter,Larhed, Mats

, p. 346 - 349 (2007/10/03)

(Chemical Equation Presented). The development of microwave-accelerated protocols for palladium(0)-catalyzed carbonylative cyclization of unsaturated aryl bromides and chlorides is described. By employing o-bromostyryl derivatives lacking substituents on the vinylic bond, molybdenum hexacarbonyl-mediated in situ carbonylation delivered a set of indan-1-one products in high yield after only 20 min of heating. Without the addition of the tri-tert-butylphosphine releasing Fu-salt ((t-Bu)3PHBF4), only incomplete conversions of sluggish o-styryl bromides and chlorides were realized. Internal and chemoselective palladium(0)-catalyzed Heck arylations of enamides afforded suitable starting materials for subsequent rapid ring-closing reactions. Microwave-heated intramolecular in situ carbonylation of these electron-rich and sterically congested olefins conveniently afforded eight functionalized 3-acylaminoindanone derivatives in a novel synthetic process. Attempted carbonylative annulation of electron-poor o-bromocinnamic acid derivatives furnished only the corresponding lactones via a competing hydroxycarbonylation- Michael addition reaction sequence.

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