Conditions | Yield |
---|---|
With trifluorormethanesulfonic acid In dichloromethane at 80℃; for 1h; Friedel-Crafts Acylation; High pressure; Inert atmosphere; Green chemistry; | 100% |
With trifluorormethanesulfonic acid In dichloromethane at 0 - 80℃; | 100% |
With trifluorormethanesulfonic acid In dichloromethane at 0 - 80℃; for 1.5h; Sealed tube; | 96% |
2-ethenyl-4,5-dimethoxybenzaldehyde
5,6-dimethoxy-1-indanone
Conditions | Yield |
---|---|
With bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; 6-diphenylphosphinomethyl-3-methyl-2-aminopyridine In toluene at 150℃; for 1h; Inert atmosphere; | 98% |
With acetic acid; L-proline at 120℃; for 24h; Catalytic behavior; Reagent/catalyst; Temperature; Green chemistry; | 90% |
Conditions | Yield |
---|---|
Stage #1: 6-hydroxy-5-methoxyindan-1-one With sodium hydride In tetrahydrofuran at 0℃; for 0.5h; Inert atmosphere; Stage #2: methyl iodide In tetrahydrofuran at 20℃; for 1h; | 90.1% |
Conditions | Yield |
---|---|
With pyridine; palladium diacetate; tetrabutyl-ammonium chloride In N,N-dimethyl-formamide at 100℃; under 760 Torr; for 24h; | 82% |
3-(3,4-dimethoxy-phenyl)-propionyl chloride
5,6-dimethoxy-1-indanone
Conditions | Yield |
---|---|
With rhenium(I) pentacarbonyl bromide In 1,2-dichloro-ethane for 2h; Heating; | 80% |
With aluminium trichloride In dichloromethane at 20℃; for 3h; | 40.2 g |
With aluminum (III) chloride In dichloromethane at 20℃; for 2h; |
5,6-dimethoxy-1-indanone
Conditions | Yield |
---|---|
With silica gel; pyridinium chlorochromate In dichloromethane at 25℃; for 6h; | 72% |
dimethyl 2-((3-(3,4-dimethoxyphenyl)propanoyl)oxy)succinate
5,6-dimethoxy-1-indanone
Conditions | Yield |
---|---|
With aluminum (III) chloride In dichloromethane at 0 - 20℃; Friedel-Crafts Acylation; Inert atmosphere; regioselective reaction; | 70% |
Conditions | Yield |
---|---|
With pyridine; tetrabutyl-ammonium chloride; tri tert-butylphosphoniumtetrafluoroborate; palladium diacetate In N,N-dimethyl-formamide at 130℃; for 0.333333h; microwave irradiation; | 67% |
3,4-methoxycinnamic acid
A
5,6-dimethoxy-1-indanone
B
6,7-dimethoxy-2,3-dihydro-1H-inden-1-one
Conditions | Yield |
---|---|
With terbium(III) trifluoromethanesulfonate In chlorobenzene at 250℃; for 1h; Friedel-Crafts reaction; | A 65% B 5% |
5-(3,4-dimethoxybenzyl)-2,2-dimethyl-[1,3]dioxane-4,6-dione
5,6-dimethoxy-1-indanone
Conditions | Yield |
---|---|
With scandium tris(trifluoromethanesulfonate) In nitromethane at 100℃; for 0.75h; Friedel-Crafts acylation; | 59% |
Conditions | Yield |
---|---|
With trifluoromethanesulfonic acid anhydride In 1,2-dichloro-ethane for 6h; Heating; | 42% |
With trifluoromethylsulfonic anhydride; potassium carbonate 1.) dichloroethane, reflux, 6 h, 2.) dichloroethane, ether, 1 h; Yield given. Multistep reaction; |
1-(3,4-dimethoxyphenyl)prop-2-en-1-one
5,6-dimethoxy-1-indanone
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate In dichloromethane for 5h; Heating; | 3.4% |
6,7-dimethoxy-1-oxo-1H-isothiochromene-3-carboxylic acid
5,6-dimethoxy-1-indanone
Conditions | Yield |
---|---|
With nickel |
5,6-dimethoxy-3-oxo-indan-1-carboxylic acid
5,6-dimethoxy-1-indanone
Conditions | Yield |
---|---|
With quinoline; copper at 230℃; |
5,6-dimethoxy-1H-indene
A
5,6-dimethoxy-1-indanone
B
5,6-dimethoxy-1H-inden-2(3H)-one
Conditions | Yield |
---|---|
With diborane In tetrahydrofuran a) 0 deg C, 15 min, b) 20 deg C, 45 min; | |
With diborane In tetrahydrofuran a) 0 deg C, 15 min, b) 20 deg C, 45 min; Title compound not separated from byproducts; |
ethanol
6,7-dimethoxy-1-oxo-1H-isothiochromene-3-carboxylic acid
5,6-dimethoxy-1-indanone
Conditions | Yield |
---|---|
With alkaline solution |
phosphorus pentachloride
3,4-methoxycinnamic acid
5,6-dimethoxy-1-indanone
Conditions | Yield |
---|---|
Behandlung des entstandenen Chlorids mit AlCl3; |
sulfuric acid
5,6-dimethoxy-1-oxo-2,3-dihydro-1H-indene-2-carbonitrile
5,6-dimethoxy-1-indanone
5,6-dimethoxy-1-indanone
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: oxalyl chloride; DMF / CH2Cl2 2: 40.2 g / AlCl3 / CH2Cl2 / 3 h / 20 °C View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: piperidinium acetate / ethanol / 0.5 h 1.2: 77 percent / NaBH3CN / ethanol / 0 - 20 °C 2.1: 59 percent / Sc(OTf)3 / nitromethane / 0.75 h / 100 °C View Scheme |
2-iodo-4,5-dimethoxybenzaldehyde
5,6-dimethoxy-1-indanone
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: n-BuLi / tetrahydrofuran / 0.5 h / 0 °C 1.2: 90 percent / tetrahydrofuran 2.1: 82 percent / Pd(OAc)2; pyridine; n-Bu4NCl / dimethylformamide / 24 h / 100 °C / 760 Torr View Scheme |
5,6-dimethoxy-2,3-dihydro-1H-inden-1-ol
5,6-dimethoxy-1-indanone
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: dimethyl sulfoxide / 6 h / 180 °C 2: diborane / tetrahydrofuran / a) 0 deg C, 15 min, b) 20 deg C, 45 min View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: sodium amalgam; alkali 2: benzene; P2O5 View Scheme | |
Multi-step reaction with 2 steps 1: H2 / Raney-Ni / ethanol / 100 °C / 66195.7 Torr 2: H3PO4, P2O5 View Scheme | |
Multi-step reaction with 2 steps 1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 14 h / 60 °C / 114008 Torr 2: phosphorus pentoxide; phosphoric acid / 6 h / 120 °C View Scheme | |
Multi-step reaction with 2 steps 1: palladium 10% on activated carbon; hydrogen / ethanol / 40 °C 2: trifluorormethanesulfonic acid / dichloromethane / 1 h / 80 °C View Scheme |
3,4-dimethoxy-trans-cinnamic acid
5,6-dimethoxy-1-indanone
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: platinum; acetic acid / Hydrogenation 2: HF View Scheme |
3,4-dimethoxy-cinnamic acid ethyl ester
5,6-dimethoxy-1-indanone
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: potassium hydroxide; methanol 2: sodium amalgam; alkali 3: benzene; P2O5 View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: (i) Py, (ii) aq. HCl 2: H2 / Raney-Ni / ethanol / 100 °C / 66195.7 Torr 3: H3PO4, P2O5 View Scheme | |
Multi-step reaction with 2 steps 1: triethylammonium formate / N,N-dimethyl-formamide / 6 h / 20 °C 2: polyphosphoric acid / 2 h / 20 - 100 °C View Scheme | |
Multi-step reaction with 3 steps 1: pyridine / 16 h / 80 °C 2: palladium 10% on activated carbon; hydrogen / ethyl acetate / 14 h / 60 °C / 114008 Torr 3: phosphorus pentoxide; phosphoric acid / 6 h / 120 °C View Scheme |
5,6-dimethoxy-1-indanone
carbonic acid dimethyl ester
5,6-dimethoxy-2-methoxycarbonylindan-1-one
Conditions | Yield |
---|---|
With sodium hydride In tetrahydrofuran; mineral oil Reflux; Inert atmosphere; | 100% |
With sodium hydride In paraffin oil at 90℃; | 92% |
With sodium hydride In paraffin oil at 90℃; Inert atmosphere; | 92% |
5,6-dimethoxy-1-indanone
1-benzyl-4-formylpiperidine
1-benzyl-4-<(5,6-dimethoxy-1-oxoindan-2-ylidenyl)methyl>piperidine
Conditions | Yield |
---|---|
With potassium hydroxide; N-benzyl-N,N,N-triethylammonium chloride In water; toluene at 20℃; Product distribution / selectivity; Inert atmosphere; Reflux; | 100% |
With sodium methylate In methanol; ethanol at 79℃; for 1.58333h; Product distribution / selectivity; Heating / reflux; | 93.4% |
With sodium methylate In methanol at 66℃; for 1h; Product distribution / selectivity; Heating / reflux; | 93.9% |
5,6-dimethoxy-1-indanone
5,6-dihydroxy-indan-1-one
Conditions | Yield |
---|---|
With boron tribromide In chloroform at -78℃; for 4h; | 100% |
With boron tribromide In dichloromethane | 98% |
With boron tribromide In dichloromethane at -78 - 20℃; for 1h; | 98% |
5,6-dimethoxy-1-indanone
Conditions | Yield |
---|---|
100% |
Conditions | Yield |
---|---|
With hydrazine hydrate; acetic acid In isopropyl alcohol at 90℃; under 1875.19 Torr; for 1.08333h; Microwave irradiation; | 100% |
Conditions | Yield |
---|---|
With sodium hydroxide In ethanol for 0.0125h; Irradiation; | 99% |
Conditions | Yield |
---|---|
With titanium tetrachloride In toluene at -10 - 20℃; Inert atmosphere; | 99% |
Conditions | Yield |
---|---|
With bromine In ethyl acetate at 10 - 20℃; for 0.5h; | 98% |
With bromine In methanol at 20℃; for 0.5h; | 84% |
With copper(ll) bromide In ethyl acetate Reflux; | 81% |
5,6-dimethoxy-1-indanone
5-chloroindole 2,3-dione
Conditions | Yield |
---|---|
With hydrogenchloride In acetic acid at 100℃; for 1.25h; | 98% |
5,6-dimethoxy-1-indanone
2-chloro-6-methoxyquinolin-3-carboxaldehyde
Conditions | Yield |
---|---|
With sodium hydroxide In methanol at 20℃; for 12h; | 98% |
pyridine-4-carbaldehyde
5,6-dimethoxy-1-indanone
(E)-5, 6-dimethoxy-2-(pyridin-4-ylmethylene)-2, 3-dihydro-1H-inden-1-one
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In toluene for 6h; Reflux; | 98% |
With toluene-4-sulfonic acid In toluene for 6h; Heating; | 95.6% |
With toluene-4-sulfonic acid In toluene for 6h; Reflux; | 90% |
pyridine-4-carbaldehyde
5,6-dimethoxy-1-indanone
5,6-dimethoxy-2-[(pyridin-4-yl)methylene]-1-indanone
Conditions | Yield |
---|---|
With potassium hydroxide In water at 25 - 30℃; for 3h; Product distribution / selectivity; | 98% |
Stage #1: pyridine-4-carbaldehyde; 5,6-dimethoxy-1-indanone With toluene-4-sulfonic acid In toluene for 6h; Heating / reflux; Stage #2: With sodium carbonate In water for 0.5 - 1h; | 95.8% |
With potassium iodide; calcium chloride In acetone at 40 - 50℃; for 4h; Reagent/catalyst; Time; | 92.2% |
5,6-dimethoxy-1-indanone
Diethyl carbonate
5,6-(dimethoxy)-2-(ethoxycarbonyl)-indan-1-one
Conditions | Yield |
---|---|
Stage #1: Diethyl carbonate With sodium hydride In tetrahydrofuran; oil for 1.5h; Heating / reflux; Stage #2: 5,6-dimethoxy-1-indanone In tetrahydrofuran; oil for 3h; Heating / reflux; | 98% |
Stage #1: Diethyl carbonate With sodium hydride In tetrahydrofuran for 1.5h; Heating / reflux; Stage #2: 5,6-dimethoxy-1-indanone In tetrahydrofuran for 3h; Heating / reflux; | 98% |
With sodium hydride In toluene; mineral oil for 6h; Reflux; | 85% |
5,6-dimethoxy-1-indanone
benzyl alcohol
2-benzyl-5,6-dimethoxy-2,3-dihydro-1H-inden-1-one
Conditions | Yield |
---|---|
With potassium phosphate tribasic trihydrate; C39H32Cl2N5PRu In tert-Amyl alcohol at 120℃; for 4h; Inert atmosphere; Schlenk technique; | 98% |
With trifuran-2-yl-phosphane; C48H34F6N4O4Pd2; lithium hydroxide In neat (no solvent) at 100℃; for 24h; Inert atmosphere; Schlenk technique; Sealed tube; | 92% |
Conditions | Yield |
---|---|
With potassium phosphate tribasic trihydrate; C39H32Cl2N5PRu In tert-Amyl alcohol at 120℃; for 4h; Inert atmosphere; Schlenk technique; | 98% |
5,6-dimethoxy-1-indanone
methyllithium
5,6-dimethoxy-3-methyl-1H-indene
Conditions | Yield |
---|---|
In tetrahydrofuran; diethyl ether for 16h; Ambient temperature; -55 deg C to room temperature; | 97% |
5,6-dimethoxy-1-indanone
3-bromo-5,6-dimethoxy-1-indanone
Conditions | Yield |
---|---|
With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) In tetrachloromethane for 2.5h; Heating; | 97% |
With N-Bromosuccinimide; dibenzoyl peroxide In tetrachloromethane for 4h; Reagent/catalyst; Solvent; Reflux; | 80.4% |
5,6-dimethoxy-1-indanone
2-butenyloxyamine hydrochloride
Conditions | Yield |
---|---|
With sodium acetate In ethanol for 2h; Heating; | 95% |
Conditions | Yield |
---|---|
With hydrogenchloride; n-Butyl nitrite In methanol at 40℃; for 0.5h; | 95% |
With hydrogenchloride; n-Butyl nitrite In methanol; water at 40℃; for 2.5h; | 93% |
With hydrogenchloride; n-Butyl nitrite In methanol at 40℃; for 0.5h; | 92% |
5,6-dimethoxy-1-indanone
Conditions | Yield |
---|---|
With bromine In acetic acid at 20℃; for 2h; | 95% |
5,6-dimethoxy-1-indanone
Conditions | Yield |
---|---|
With potassium hydroxide In methanol at 20℃; for 48h; Claisen-Schmidt Condensation; | 95% |
Conditions | Yield |
---|---|
With trifluoroacetic acid In benzene Reflux; Dean-Stark; Inert atmosphere; | 95% |
5,6-dimethoxy-1-indanone
5,6-dimethoxyindane
Conditions | Yield |
---|---|
With hydrogenchloride; mercury; zinc In water; toluene for 6h; Heating; | 94% |
With amalgamated zinc | 71% |
With hydrogenchloride; mercury; zinc |
Conditions | Yield |
---|---|
With hydrogenchloride In acetic acid at 100℃; for 1.25h; | 94% |
Conditions | Yield |
---|---|
With hydrogenchloride In acetic acid at 105℃; for 16h; | 94% |
5,6-dimethoxy-1-indanone
2-chloro-5,6,7-trimethoxyquinoline-3-carboxaldehyde
Conditions | Yield |
---|---|
With sodium hydroxide In methanol at 20℃; for 12h; | 94% |
Conditions | Yield |
---|---|
With potassium hydroxide In ethanol; water at 50℃; for 72h; | 93.8% |
5,6-dimethoxy-1-indanone
5,6-dimethoxy-1-aminoindane
Conditions | Yield |
---|---|
With ammonia; hydrogen In ethanol at 100℃; under 3750.38 - 33753.4 Torr; Pressure; Autoclave; | 93.3% |
Multi-step reaction with 2 steps 1: hydroxylamine hydrochloride, NaOH, H2O / ethanol / 0.33 h / Heating 2: Raney nickel, NaOH, H2O / ethanol / 1 h View Scheme |
Molecular Structure of 5,6-Dimethoxyindan-1-one (CAS NO. 2107-69-9):
IUPAC Name: 5,6-Dimethoxy-2,3-dihydroinden-1-one
Molecular Formula: C11H12O3
Molecular Weight: 192.211180 g/mol
Index of Refraction: 1.549
Molar Refractivity: 51.91 cm3
Molar Volume: 163 cm3
Polarizability: 20.58 × 10-24 cm3
Surface Tension: 41.9 dyne/cm
Density: 1.179 g/cm3
Flash Point: 150.4 °C
Enthalpy of Vaporization: 58.32 kJ/mol
Boiling Point: 339.7 °C at 760 mmHg
Vapour Pressure: 9.02E-05 mmHg at 25 °C
Melting Point: 118-120 °C
EINECS: 218-287-8
Product Categories: Indane/Indanone and Derivatives;Indanone & Indene;API intermediates;Aromatics Compounds;Intermediates of Donepezil;Aromatics;C11 to C12;Carbonyl Compounds;Ketones
Safety Information of 5,6-Dimethoxyindan-1-one (CAS NO. 2107-69-9):
Hazard Codes: Xn,Xi
Risk Statements: 20/21/22-36/37/38
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed
R36/37/38:Irritating to eyes, respiratory system and skin
Safety Statements: 22-24/25-36-26
S22:Do not breathe dust
S24/25:Avoid contact with skin and eyes
S36:Wear suitable protective clothing
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
WGK Germany: 3
5,6-Dimethoxyindan-1-one with cas registry number of 2107-69-9 is white to light yellow crystal powder, also called NSC 401450 ; 1H-Inden-1-one, 2,3-dihydro-5,6-dimethoxy- .
About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia
Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog
©2008 LookChem.com,License: ICP
NO.:Zhejiang16009103
complaints:service@lookchem.com Desktop View