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Cas:6974-97-6
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4,7-DimethylindeneAppearance:detailed see specifications Storage:Keep away of light, cool place Package:25kg/drum;200kg/drum Application:It is an important raw material and intermediate used in Organic Synthesis, Pharmaceuticals, Agrochemicals and Dy
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Cas:6974-97-6
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Conditions | Yield |
---|---|
With sodium In methanol for 24h; Inert atmosphere; | 87% |
With sodium In methanol for 2h; Ambient temperature; | 84% |
Stage #1: cyclopenta-1,3-diene With sodium methylate In methanol at 0℃; for 2.33333h; Inert atmosphere; Stage #2: 2,5-hexanedione In methanol at 20℃; | 71% |
With potassium tert-butylate In methanol for 24h; Ambient temperature; | 67% |
With sodium In methanol; diethyl ether; water | 48.8 g (56 %) |
4,7-dimethylindan-1-ol
4,7-dimethyl-1H-indene
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In benzene for 0.5h; Reflux; | 78% |
With toluene-4-sulfonic acid In benzene for 0.25h; Heating; | 74% |
With toluene-4-sulfonic acid In toluene at 45℃; for 10h; Inert atmosphere; Molecular sieve; | 74.7% |
Conditions | Yield |
---|---|
With potassium tert-butylate In methanol Product distribution; Ambient temperature; various diones, effect of reaction time; |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 91 percent / LiAlH4 / tetrahydrofuran / 4 h / Heating 2: 74 percent / p-toluenesulfonic acid / benzene / 0.25 h / Heating View Scheme | |
Multi-step reaction with 2 steps 1: LiAlH4 View Scheme | |
Multi-step reaction with 2 steps 1: (reduction) 2: TsOH / benzene / Heating View Scheme | |
Multi-step reaction with 2 steps 1: LiAlH4 / diethyl ether 2: oxalic acid / H2O / Heating View Scheme | |
Multi-step reaction with 2 steps 1: sodium tetrahydroborate / methanol; tetrahydrofuran / 18 h / 5 - 20 °C / Inert atmosphere 2: toluene-4-sulfonic acid / toluene / 10 h / 45 °C / Inert atmosphere; Molecular sieve View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 47 percent / 1.) anhydrous AlCl3; 2.) conc. H2SO4 / 1.) CS2, 3 h; 2.) 40 min, 100 deg C 2: 91 percent / LiAlH4 / tetrahydrofuran / 4 h / Heating 3: 74 percent / p-toluenesulfonic acid / benzene / 0.25 h / Heating View Scheme | |
Multi-step reaction with 3 steps 1.1: aluminum (III) chloride; sodium hydroxide / dichloromethane / 3.5 h / 10 °C / Inert atmosphere; Cooling with ice 1.2: 2.5 h / 65 °C 2.1: sodium tetrahydroborate / methanol; tetrahydrofuran / 18 h / 5 - 20 °C / Inert atmosphere 3.1: toluene-4-sulfonic acid / toluene / 10 h / 45 °C / Inert atmosphere; Molecular sieve View Scheme |
3-(2,5-dimethylphenyl)propanoic acid
4,7-dimethyl-1H-indene
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 2: (reduction) 3: TsOH / benzene / Heating View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: AlCl3 / CS2 2: H2SO4 3: LiAlH4 / diethyl ether 4: oxalic acid / H2O / Heating View Scheme |
3-chloro-1-(2,5-dimethylphenyl)propan-1-one
4,7-dimethyl-1H-indene
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: H2SO4 2: LiAlH4 / diethyl ether 3: oxalic acid / H2O / Heating View Scheme |
water
cyclopenta-1,3-diene
2,5-hexanedione
4,7-dimethyl-1H-indene
Conditions | Yield |
---|---|
With sodium In methanol; diethyl ether |
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In benzene |
Conditions | Yield |
---|---|
Stage #1: 4,7-dimethyl-1H-indene With n-butyllithium In diethyl ether at 25℃; Stage #2: chloro-trimethyl-silane In diethyl ether at 25℃; for 8h; Further stages.; | 97% |
4,7-dimethyl-1H-indene
bis(methoxycarbonyl)(phenyliodinio)methanide
Conditions | Yield |
---|---|
With tetrakis(actonitrile)copper(I) hexafluorophosphate; (4S,4's)-2,2'-(1,3-bis(4-(tert-butyl)phenyl)propane-2,2-diyl)bis(4-phenyl-4,5-dihydro-oxazole) In toluene at -40℃; for 110h; Molecular sieve; Inert atmosphere; | 94% |
4,7-dimethyl-1H-indene
5,8-dimethylisoquinoline
Conditions | Yield |
---|---|
Stage #1: 4,7-dimethyl-1H-indene With ozone In methanol at -78℃; for 2h; Stage #2: With dimethylsulfide; sodium hydrogencarbonate at 20℃; for 4h; Stage #3: With ammonia In water at 20℃; for 17h; | 92% |
Stage #1: 4,7-dimethyl-1H-indene With sodium periodate; osmium(VIII) oxide In tetrahydrofuran; water at 20℃; for 3h; Stage #2: With ammonium hydroxide In tetrahydrofuran; water at 20℃; for 16h; | 39% |
Yield given. Multistep reaction; |
4,7-dimethyl-1H-indene
Conditions | Yield |
---|---|
With n-butyllithium In hexane at 20℃; for 17h; | 90.4% |
Conditions | Yield |
---|---|
Stage #1: 4,7-dimethyl-1H-indene With n-butyllithium In diethyl ether at -78 - 20℃; Stage #2: chloro-diphenylphosphine In diethyl ether at -78 - 20℃; | 90% |
Stage #1: 4,7-dimethyl-1H-indene With n-butyllithium In diethyl ether at -78 - 20℃; for 24h; Schlenk technique; Inert atmosphere; Stage #2: chloro-diphenylphosphine In diethyl ether at -78 - 20℃; for 24h; Schlenk technique; Inert atmosphere; |
4,7-dimethyl-1H-indene
2-bromo-4,7-dimethylindan-1-ol
Conditions | Yield |
---|---|
With N-Bromosuccinimide; water In dimethyl sulfoxide at 22℃; for 12h; Addition; | 85% |
With N-Bromosuccinimide In water; dimethyl sulfoxide | 70% |
4,7-dimethyl-1H-indene
(R)-phenyl-1,2-bis(methanesulfonyloxy)ethane
Conditions | Yield |
---|---|
With lithium diisopropyl amide In tetrahydrofuran at 20℃; | 83% |
chloro(pentamethylcyclopentadienyl)ruthenium(II) tetramer
4,7-dimethyl-1H-indene
(η5-4,7-dimethylindenyl)(η5-pentamethylcyclopentadienyl)ruthenium(II)
Conditions | Yield |
---|---|
With CH3Li In tetrahydrofuran C9H6(CH3)2 metallated with methyl lithium in anhydr. THF, followed by treatment with pentamethylcyclopentadienylruthenium chloride; | 83% |
Conditions | Yield |
---|---|
Stage #1: 4,7-dimethyl-1H-indene With n-butyllithium at 20℃; Stage #2: 1-bromo-butane In tetrahydrofuran at 20℃; for 12h; | 81% |
Conditions | Yield |
---|---|
With tetrakis(actonitrile)copper(I) hexafluorophosphate; (S)-2-(1,3-bis(4-tert-butylphenyl)-2-((S)-4,5-dihydro-4-isopropyloxazol-2-yl)propan-2-yl)-4,5-dihydro-4-isopropyloxazole In toluene at 40℃; Inert atmosphere; Schlenk technique; Molecular sieve; enantioselective reaction; | 77% |
Conditions | Yield |
---|---|
With n-BuLi In tetrahydrofuran (N2); Schlenk technique; soln. of n-BuLi was added to soln. of Me2-indene in THF at -80°C; warmed to ambient temp.; stirred for 4 h; FeCl2 was added; mixt. was stirred for 16 h; solvent removed (vac.); residue dissolved in Et2O; filtered through Celite; solvent removed (vac.); elem. anal.; | 75% |
Conditions | Yield |
---|---|
In diethyl ether; pentane MeLi in Et2O was added with stirring at room temp. to soln. of ligand inEt2O for 5 min, stirred for 1 h at room temp., ZrCl4 in pentane was add ed, stirred for 2 h at room temp. under N2; brought to dryness under reduced pressure, taken up in toluene, filtered, evapd. to dryness under reduced pressure; elem. anal.; | 74% |
Conditions | Yield |
---|---|
In tetrahydrofuran at 48℃; for 20h; alkenylation; | 70% |
4,7-dimethyl-1H-indene
(S)-2,2'-bis(bromomethyl)-1,1'-binaphthyl
Conditions | Yield |
---|---|
With butyllithium In tetrahydrofuran 0 deg C to RT; RT, 3 h; | 69% |
Conditions | Yield |
---|---|
Stage #1: 4,7-dimethyl-1H-indene With n-butyllithium In diethyl ether; hexane Cooling; Schlenk technique; Stage #2: benzyl bromide In diethyl ether; hexane at 20℃; for 96h; Schlenk technique; | 66.2% |
4,7-dimethyl-1H-indene
chloro(9H-fluoren-9-yl)dimethylsilane
Conditions | Yield |
---|---|
Stage #1: 4,7-dimethyl-1H-indene With n-butyllithium In diethyl ether; hexane Stage #2: chloro(9H-fluoren-9-yl)dimethylsilane In tetrahydrofuran; diethyl ether; hexane at 20℃; | 63% |
dodecacarbonyl-triangulo-triruthenium
4,7-dimethyl-1H-indene
[Ru2(carbonyl)2(μ-carbonyl)2(η5-4,7-pentamethylindene(-H))2]
Conditions | Yield |
---|---|
In toluene (inert atm.); refluxing soln. of ruthenium compd. and indene deriv. in toluene for 6.5 h; evapn., chromy. (alumina), elem. anal.; | 56% |
4,7-dimethyl-1H-indene
N-(tert-butyloxycarbonyl)bis(2-chloroethyl)amine
Conditions | Yield |
---|---|
Stage #1: 4,7-dimethyl-1H-indene With lithium hexamethyldisilazane In tetrahydrofuran at 0 - 20℃; for 0.75h; Stage #2: N-(tert-butyloxycarbonyl)bis(2-chloroethyl)amine In tetrahydrofuran at 0℃; for 2h; | 51% |
Conditions | Yield |
---|---|
Stage #1: 4,7-dimethyl-1H-indene; bis(pinacol)diborane With C30H25ClCuN3; lithium tert-butoxide In diethyl ether for 0.166667h; Inert atmosphere; Glovebox; Sealed tube; Stage #2: benzoyl chloride In diethyl ether at 20℃; for 0.5h; Inert atmosphere; Sealed tube; enantioselective reaction; | 44% |
4,7-dimethyl-1H-indene
Conditions | Yield |
---|---|
With n-butyllithium In tetrahydrofuran; toluene treating the indene in THF with n-C4H9Li in hexanes at -78°C, warming, stirring at room temp. for 1 h, cannulating the indenyllithium soln. into a suspension of ZrCl4*2THF in toluene at 0°C, warming, room temp. for 3 h; ppt., filtration, washing (THF/toluene, 1:2), sublimation (170°C, 5E-5 mmHg); | 42% |
Conditions | Yield |
---|---|
With triethylamine; palladium diacetate In diethyl ether; water; pentane | 38% |
4,7-dimethyl-1H-indene
A
(1R,1'S)-4,7,4',7'-Tetramethyl-1H,1'H-[1,1']biindenyl
(1R,1'R)-4,7,4',7'-Tetramethyl-1H,1'H-[1,1']biindenyl
Conditions | Yield |
---|---|
With n-butyllithium; copper dichloride 1.) ether, -30 deg C, 30 min, 2.) ether, -30 deg C, 30 min; | A 10% B 35% |
4,7-dimethyl-1H-indene
hafnium tetrachloride
4-Methylbenzyl bromide
ethylene dibromide
Conditions | Yield |
---|---|
Stage #1: 4,7-dimethyl-1H-indene With n-butyllithium In tetrahydrofuran at -78℃; for 24h; Inert atmosphere; Stage #2: 4-Methylbenzyl bromide In tetrahydrofuran at -78℃; for 24h; Stage #3: hafnium tetrachloride; ethylene dibromide Further stages; | A 27.7% B 27.7% |
Conditions | Yield |
---|---|
Stage #1: 4,7-dimethyl-1H-indene With n-butyllithium In tetrahydrofuran; hexane at 20℃; for 2h; Inert atmosphere; Stage #2: dimethylsilicon dichloride In tetrahydrofuran; hexane at -78 - 20℃; for 18h; Stage #3: 2-bromoindene Further stages; | 27% |
4,7-dimethyl-1H-indene
zirconium(IV) chloride
4-Methylbenzyl bromide
ethylene dibromide
Conditions | Yield |
---|---|
Stage #1: 4,7-dimethyl-1H-indene With n-butyllithium In tetrahydrofuran at -78℃; for 24h; Inert atmosphere; Stage #2: 4-Methylbenzyl bromide In tetrahydrofuran at -78℃; for 24h; Stage #3: zirconium(IV) chloride; ethylene dibromide Further stages; | A 25.4% B 18.5% |
4,7-dimethyl-1H-indene
Conditions | Yield |
---|---|
With potassium hydroxide; acetone |
4,7-dimethyl-1H-indene
Conditions | Yield |
---|---|
With potassium hydroxide; benzaldehyde |
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