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inquiryName: 4-(phthalimide)-cyclohexanone Molecular Formula:C14H13NO3 Molecular Weight:243.26 CAS No.:104618-32-8 Appearance:White To Similar White Powder Appearance:White To Similar White Powder Storage:Store in cool and dry place, away from sun ligh
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inquiry4-Phthalimidocyclohexanone CAS: 104618-32-8 Specificatio Item Standard Test Results Identification A.H-NMR:Comply with the structure Complies B.LC-MS:Comp
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inquiryHenan Wentao Chemical Product Co.,Ltd is Located in Zhengzhou High-tech Development Zone with import and export license, We passed ISO 9001:2008 as well, Henan Wentao has developed more than 1000 compounds, which are widely used in the fields of prod
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inquiry4-(Phthalimido)-cyclohexanoneAppearance:white crystalline powder Storage:Store in dry, dark and ventilated place Package:25KG drum Application:pharmaceutical intermediate Transportation:by air, by sea, by express
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2-(1,4-dioxaspiro[4.5]decan-8-yl)isoindoline-1,3-dione
2-(4-oxocyclohexyl)-1H-isoindole-1,3(2H)-dione
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In tetrahydrofuran; water at 115℃; for 2h; | 100% |
With water; toluene-4-sulfonic acid In tetrahydrofuran at 115℃; for 2h; | 100% |
trans-2-(4-hydroxycyclohexyl)-1H-isoindole-1,3(2H)-dione
2-(4-oxocyclohexyl)-1H-isoindole-1,3(2H)-dione
Conditions | Yield |
---|---|
With sodium hypochlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hydrogencarbonate; sodium bromide In ethyl acetate at 5 - 20℃; pH=7 - 8; | 95% |
With potassium dichromate; sulfuric acid In chloroform; water at 25℃; for 4h; | 92.4% |
With pyridinium chlorochromate In dichloromethane at 20℃; for 26h; | 88% |
2-((1R,4R)-4-hydroxycyclohexyl) isoindoline-1,3-dione
2-(4-oxocyclohexyl)-1H-isoindole-1,3(2H)-dione
Conditions | Yield |
---|---|
With 4 A molecular sieve; pyridinium chlorochromate In dichloromethane for 3h; | 95% |
2-(4-oxocyclohexyl)-1H-isoindole-1,3(2H)-dione
Conditions | Yield |
---|---|
With pyridinium chlorochromate In dichloromethane at 20℃; for 1.5h; Molecular sieve; | 76% |
N-ethoxycarbonylphthalimide
2-(4-oxocyclohexyl)-1H-isoindole-1,3(2H)-dione
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 86 percent / aq. K2CO3 / 0.5 h / Ambient temperature 2: 95 percent / PCC, molecular sieves 4A / CH2Cl2 / 3 h View Scheme | |
Multi-step reaction with 2 steps 2: 67 percent / pyridinium chlorochromate View Scheme | |
Multi-step reaction with 2 steps 1: potassium carbonate / water; tetrahydrofuran / 72 h / 20 °C 2: pyridinium chlorochromate / dichloromethane / 26 h / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1: potassium carbonate / water / 0.5 h / 20 °C 2: pyridinium chlorochromate / dichloromethane / 1.5 h / 20 °C / Molecular sieve View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 86 percent / aq. K2CO3 / 0.5 h / Ambient temperature 2: 95 percent / PCC, molecular sieves 4A / CH2Cl2 / 3 h View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 2: 67 percent / pyridinium chlorochromate View Scheme |
4,4-ethylenedioxycyclohexan-1-ol
2-(4-oxocyclohexyl)-1H-isoindole-1,3(2H)-dione
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 0 - 20 °C 2: toluene-4-sulfonic acid / water; tetrahydrofuran / 2 h / 115 °C View Scheme | |
Multi-step reaction with 2 steps 1: diethylazodicarboxylate; triphenylphosphine / tetrahydrofuran; toluene / 16 h / 0 - 20 °C 2: toluene-4-sulfonic acid; water / tetrahydrofuran / 2 h / 115 °C View Scheme |
cyclohexanedione monoethylene ketal
2-(4-oxocyclohexyl)-1H-isoindole-1,3(2H)-dione
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: sodium tetrahydroborate; methanol / 2 h / 20 °C 2: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 0 - 20 °C 3: toluene-4-sulfonic acid / water; tetrahydrofuran / 2 h / 115 °C View Scheme | |
Multi-step reaction with 3 steps 1: sodium tetrahydroborate / methanol / 2 h / 20 °C 2: diethylazodicarboxylate; triphenylphosphine / tetrahydrofuran; toluene / 16 h / 0 - 20 °C 3: toluene-4-sulfonic acid; water / tetrahydrofuran / 2 h / 115 °C View Scheme |
2-(4-oxocyclohexyl)-1H-isoindole-1,3(2H)-dione
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: potassium carbonate / water; tetrahydrofuran / 72 h / 20 °C 2: pyridinium chlorochromate / dichloromethane / 26 h / 20 °C View Scheme |
2-(4-oxocyclohexyl)-1H-isoindole-1,3(2H)-dione
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: potassium carbonate / water / 0.5 h / 20 °C 2: pyridinium chlorochromate / dichloromethane / 1.5 h / 20 °C / Molecular sieve View Scheme |
Conditions | Yield |
---|---|
In ethanol at 20℃; for 2h; | 100% |
2-{4-[2-(6-bromopyridin-2-yl)hydrazineylidene]cyclohexyl}isoindoline-1,3-dione
Conditions | Yield |
---|---|
In ethanol at 20℃; for 1h; Product distribution / selectivity; | 100% |
In ethanol at 20℃; for 1h; | 100% |
4-methoxyphenylhydrazine hydrochloride
2-(4-oxocyclohexyl)-1H-isoindole-1,3(2H)-dione
N-(6-methoxy-1,2,3,4-tetrahydrocarbazol-3-yl)phthalimide
Conditions | Yield |
---|---|
In ethanol for 2.5h; Fischer Indole Synthesis; Reflux; | 97% |
In ethanol for 1h; Heating; | 83% |
In ethanol | |
In ethanol | |
In ethanol |
2-(4-oxocyclohexyl)-1H-isoindole-1,3(2H)-dione
4-Methoxyphenylhydrazine
N-(6-methoxy-1,2,3,4-tetrahydrocarbazol-3-yl)phthalimide
Conditions | Yield |
---|---|
With acetic acid for 2h; Heating; | 96% |
4-chloro-aniline
2-(4-oxocyclohexyl)-1H-isoindole-1,3(2H)-dione
Conditions | Yield |
---|---|
With silver hexafluoroantimonate; 2,2,6,6-tetramethylpiperidine-1-oxoammonium hexafluorophosphate In 1,2-dichloro-ethane at 20℃; for 24h; Glovebox; Molecular sieve; Sealed tube; Inert atmosphere; | 93% |
thiourea
2-(4-oxocyclohexyl)-1H-isoindole-1,3(2H)-dione
2-Amino-6-phthalimido-4,5,6,7-tetrahydrobenzothiazole hydroiodide
Conditions | Yield |
---|---|
With iodine In isopropyl alcohol for 24h; Heating / reflux; | 92% |
1-phenylmethylpiperazine
2-(4-oxocyclohexyl)-1H-isoindole-1,3(2H)-dione
Conditions | Yield |
---|---|
With sodium tris(acetoxy)borohydride; acetic acid In 1,1-dichloroethane | 89% |
Conditions | Yield |
---|---|
In ethanol for 2h; Heating; | 80% |
1-(4-iodobenzyl)-1-phenylhydrazine
2-(4-oxocyclohexyl)-1H-isoindole-1,3(2H)-dione
2-(4-(2-(4-iodobenzyl)-2-phenylhydrazono)cyclohexyl)isoindoline-1,3-dione
Conditions | Yield |
---|---|
With acetic acid In ethanol at 60℃; for 3h; | 79% |
2-(4-oxocyclohexyl)-1H-isoindole-1,3(2H)-dione
4-(methylsulfonyl)phenylhydrazine
Conditions | Yield |
---|---|
With acetic acid for 47h; Reflux; | 79% |
2-(4-oxocyclohexyl)-1H-isoindole-1,3(2H)-dione
4R-4-hydroxyproline
Conditions | Yield |
---|---|
With propionic acid In toluene at 140℃; for 12h; Inert atmosphere; Schlenk technique; stereoselective reaction; | 77% |
2-(4-oxocyclohexyl)-1H-isoindole-1,3(2H)-dione
C14H12BrNO3
Conditions | Yield |
---|---|
With bromine; aluminum (III) chloride In methanol; ethyl acetate at 0℃; for 0.166667 - 0.25h; Product distribution / selectivity; | 75.2% |
With bromine; aluminum (III) chloride In methanol at 40℃; for 0.166667 - 0.25h; Product distribution / selectivity; | 62.8% |
With bromine; aluminum (III) chloride In dichloromethane at 0℃; for 0.166667 - 0.25h; Product distribution / selectivity; |
methanol
2-(4-oxocyclohexyl)-1H-isoindole-1,3(2H)-dione
Conditions | Yield |
---|---|
With tris(2,4-pentanedionato)ruthenium(III); methanesulfonic acid; hydrogen; [2-((diphenylphospino)methyl)-2-methyl-1,3-propanediyl]bis[diphenylphosphine] at 130℃; under 11251.1 Torr; for 18h; Autoclave; | 75% |
4-aminobenzamide
2-(4-oxocyclohexyl)-1H-isoindole-1,3(2H)-dione
(+/-)-6-carboxamido-3-phthalimido-1,2,3,4-tetrahydrocarbazole
Conditions | Yield |
---|---|
Stage #1: 4-aminobenzamide With hydrogenchloride; sodium nitrite; toluene-4-sulfonic acid In water at -10 - 10℃; Industry scale; Stage #2: With sodium sulfite In water at -10 - 20℃; for 17h; Stage #3: 2-(4-oxocyclohexyl)-1H-isoindole-1,3(2H)-dione In methanol; water at 25 - 75℃; Fisher Indole reaction; | 70% |
tert-butyl α-benzyl-α-diazoacetate
2-(4-oxocyclohexyl)-1H-isoindole-1,3(2H)-dione
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate In dichloromethane at -78℃; for 0.5h; Inert atmosphere; optical yield given as %de; diastereoselective reaction; | 69% |
trifluoromethylsulfonic anhydride
2-(4-oxocyclohexyl)-1H-isoindole-1,3(2H)-dione
Conditions | Yield |
---|---|
With 2,6-di-tert-butyl-4-methylpyridine In dichloromethane at 20℃; | 67% |
4-hydrazinobenzonitrile hydrochloride
2-(4-oxocyclohexyl)-1H-isoindole-1,3(2H)-dione
3-phthalimido-6-cyano-1,2,3,4-tetrahydrocarbazole
Conditions | Yield |
---|---|
With sodium acetate; acetic acid | 60% |
With sodium acetate In acetic acid |
1H-indazol-5-ylamine
4-hydroxy-benzaldehyde
2-(4-oxocyclohexyl)-1H-isoindole-1,3(2H)-dione
Conditions | Yield |
---|---|
With hydrogenchloride In ethanol for 12h; Reflux; | 52% |
2-(4-oxocyclohexyl)-1H-isoindole-1,3(2H)-dione
N-[(2S,5S)-1-oxo-5-(N-phthaloylamino)cycloheptan-2-carbonyl] (+)-camphorsultam
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate In dichloromethane at -78℃; for 6h; Inert atmosphere; stereoselective reaction; | 40% |
Conditions | Yield |
---|---|
With iodine; copper(II) oxide at 100℃; for 12h; | A 22% B 34% |
2-(4-oxocyclohexyl)-1H-isoindole-1,3(2H)-dione
adamantan-2-one O-methyloxime
Conditions | Yield |
---|---|
With ozone In dichloromethane; pentane at 0℃; for 0.05h; Griesbaum coozonolysis reaction; | 29% |
chloro-trimethyl-silane
2-(4-oxocyclohexyl)-1H-isoindole-1,3(2H)-dione
Conditions | Yield |
---|---|
Stage #1: 2-(4-oxocyclohexyl)-1H-isoindole-1,3(2H)-dione With lithium diisopropyl amide In tetrahydrofuran at -78 - 20℃; for 0.333333h; Stage #2: chloro-trimethyl-silane In tetrahydrofuran at -78 - 20℃; for 1.5h; | 27.76% |
thiourea
2-(4-oxocyclohexyl)-1H-isoindole-1,3(2H)-dione
2-(2-amino-4,5,6,7-tetrahydrobenzo[d]thiazol-6-yl)isoindoline-1,3-dione
Conditions | Yield |
---|---|
With bromine In ethanol at 5 - 78℃; for 8h; |
2-(4-oxocyclohexyl)-1H-isoindole-1,3(2H)-dione
2-(6-Hydroxy-2,3,4,9-tetrahydro-1H-carbazol-3-yl)-isoindole-1,3-dione
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 83 percent / ethanol / 1 h / Heating 2: 31 percent View Scheme | |
Multi-step reaction with 2 steps 1: 96 percent / HOAc / 2 h / Heating 2: 20 percent / BBr3 / CHCl3 / 1.) -78 deg C, 2 h, 2.) RT, overnight View Scheme |
2-(4-oxocyclohexyl)-1H-isoindole-1,3(2H)-dione
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 83 percent / ethanol / 1 h / Heating 2: 31 percent 3: 62 percent / Et3N / CH2Cl2 / 24 h 4: 1.) N2H4*H2O / 1.) EtOH, room temperature, 0.5 h, 2.) CHCl3, reflux, 0.5 h View Scheme |
2-(4-oxocyclohexyl)-1H-isoindole-1,3(2H)-dione
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 83 percent / ethanol / 1 h / Heating 2: 1.) N2H4*H2O / 1.) EtOH, room temperature, 0.5 h, 2.) CHCl3, reflux, 0.5 h View Scheme |
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