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13482-23-0

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13482-23-0 Usage

Uses

4-Methoxycyclohexanone is a substituted cyclohexanone used in the preparation of various organic compounds such as antitumor agents.

Check Digit Verification of cas no

The CAS Registry Mumber 13482-23-0 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,3,4,8 and 2 respectively; the second part has 2 digits, 2 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 13482-23:
(7*1)+(6*3)+(5*4)+(4*8)+(3*2)+(2*2)+(1*3)=90
90 % 10 = 0
So 13482-23-0 is a valid CAS Registry Number.
InChI:InChI=1/C7H12O2/c1-9-7-4-2-6(8)3-5-7/h7H,2-5H2,1H3

13482-23-0SDS

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 4-Methoxycyclohexanone

1.2 Other means of identification

Product number -
Other names 4-Methoxycyclohexanon

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:13482-23-0 SDS

13482-23-0Synthetic route

4-methoxycyclohexanone ethylene ketal
56292-99-0

4-methoxycyclohexanone ethylene ketal

4-methoxycyclohexanone
13482-23-0

4-methoxycyclohexanone

Conditions
ConditionsYield
With hydrogenchloride In tetrahydrofuran; water for 0.5h; Inert atmosphere; Reflux;100%
With hydrogenchloride In tetrahydrofuran for 5h; Heating;95%
With hydrogenchloride In tetrahydrofuran; water for 0.5h; Reflux;92%
4-methoxycyclohexan-1-ol
18068-06-9

4-methoxycyclohexan-1-ol

4-methoxycyclohexanone
13482-23-0

4-methoxycyclohexanone

Conditions
ConditionsYield
With phosphotungstic acid; dihydrogen peroxide In water at 90℃; for 0.966667h; Time; Temperature; Molecular sieve;99.1%
Stage #1: 4-methoxycyclohexan-1-ol With ammonium tungstate In water at 20℃; for 0.25h; Green chemistry;
Stage #2: With dihydrogen peroxide In water at 70℃; for 11h; Green chemistry;
95%
With hydrogenchloride; sodium bromate; N-(1-oxo-2,2,6,6-tetramethylpiperidin-4-yl)-benzoylamide In dichloromethane; water at 20℃; for 1.5h;94%
4-methoxy-phenol
150-76-5

4-methoxy-phenol

4-methoxycyclohexanone
13482-23-0

4-methoxycyclohexanone

Conditions
ConditionsYield
With sodium formate; sodium hydroxide In water at 120℃; pH=12;99%
With sodium tetraborate decahydrate; palladium on activated charcoal; hydrogen at 100℃; under 3750.38 - 7500.75 Torr; Autoclave;90%
With borax; hydrogen In diethylene glycol dimethyl ether67%
4-hydroxycyclohexanone
13482-22-9

4-hydroxycyclohexanone

methyl iodide
74-88-4

methyl iodide

4-methoxycyclohexanone
13482-23-0

4-methoxycyclohexanone

Conditions
ConditionsYield
(i) NaH, benzene, (ii) /BRN= 969135/; Multistep reaction;
1-methoxy-cyclohexanol-(4)

1-methoxy-cyclohexanol-(4)

4-methoxycyclohexanone
13482-23-0

4-methoxycyclohexanone

Conditions
ConditionsYield
With chromium(VI) oxide; acetic acid
cyclohexanediol-(1.4)-monomethyl ether

cyclohexanediol-(1.4)-monomethyl ether

4-methoxycyclohexanone
13482-23-0

4-methoxycyclohexanone

Conditions
ConditionsYield
With chromium(III) oxide; sulfuric acid
4,4-ethylenedioxycyclohexan-1-ol
22428-87-1

4,4-ethylenedioxycyclohexan-1-ol

4-methoxycyclohexanone
13482-23-0

4-methoxycyclohexanone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: KH / tetrahydrofuran
1.2: 5.86 g / tetrahydrofuran / 18 h / 20 °C
2.1: 95 percent / aq. HCl / tetrahydrofuran / 5 h / Heating
View Scheme
Multi-step reaction with 2 steps
1.1: potassium hydride / tetrahydrofuran / 0.52 h / -16 - 20 °C / Inert atmosphere
1.2: 48 h / 20 °C / Inert atmosphere
2.1: hydrogenchloride / tetrahydrofuran; water / 0.5 h / Inert atmosphere; Reflux
View Scheme
Multi-step reaction with 2 steps
1.1: sodium hydride / tetrahydrofuran / 0.17 h / 20 °C
1.2: 3 h
2.1: toluene-4-sulfonic acid; water / tetrahydrofuran / 100 °C
View Scheme
cyclohexanedione monoethylene ketal
4746-97-8

cyclohexanedione monoethylene ketal

1-halo-2,4,5-trifluorobenzene, halo=Br or I

1-halo-2,4,5-trifluorobenzene, halo=Br or I

4-methoxycyclohexanone
13482-23-0

4-methoxycyclohexanone

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: NaBH4 / methanol / 3 h / 20 °C
2.1: KH / tetrahydrofuran
2.2: 5.86 g / tetrahydrofuran / 18 h / 20 °C
3.1: 95 percent / aq. HCl / tetrahydrofuran / 5 h / Heating
View Scheme
4,4-ethylenedioxycyclohexan-1-ol
22428-87-1

4,4-ethylenedioxycyclohexan-1-ol

allyl halide

allyl halide

4-methoxycyclohexanone
13482-23-0

4-methoxycyclohexanone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium hydride
2: 0.92 g / HCl / acetone
View Scheme
cyclohexanedione monoethylene ketal
4746-97-8

cyclohexanedione monoethylene ketal

4-methoxycyclohexanone
13482-23-0

4-methoxycyclohexanone

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 98 percent / sodium borohydride / methanol / 1 h
2: sodium hydride
3: 0.92 g / HCl / acetone
View Scheme
Multi-step reaction with 3 steps
1.1: sodium tetrahydroborate / methanol / 3 h / 0 - 20 °C / Inert atmosphere
1.2: 20 °C / Inert atmosphere
2.1: potassium hydride / tetrahydrofuran / 0.52 h / -16 - 20 °C / Inert atmosphere
2.2: 48 h / 20 °C / Inert atmosphere
3.1: hydrogenchloride / tetrahydrofuran; water / 0.5 h / Inert atmosphere; Reflux
View Scheme
Multi-step reaction with 3 steps
1.1: sodium tetrahydroborate; methanol / 2 h / 20 °C
2.1: sodium hydride / tetrahydrofuran / 0.17 h / 20 °C
2.2: 3 h
3.1: toluene-4-sulfonic acid; water / tetrahydrofuran / 100 °C
View Scheme
4,4-ethylenedioxycyclohexan-1-ol
22428-87-1

4,4-ethylenedioxycyclohexan-1-ol

A

4-methoxycyclohexanone
13482-23-0

4-methoxycyclohexanone

B

<(Ξ)-5α-cholestan-3-yliden>-acetaldehyde

<(Ξ)-5α-cholestan-3-yliden>-acetaldehyde

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 81 percent / KOH / dimethylsulfoxide / Ambient temperature
2: 85 percent / oxalic acid / CH2Cl2; H2O / Ambient temperature
View Scheme
cyclohexanedione monoethylene ketal
4746-97-8

cyclohexanedione monoethylene ketal

A

4-methoxycyclohexanone
13482-23-0

4-methoxycyclohexanone

B

<(Ξ)-5α-cholestan-3-yliden>-acetaldehyde

<(Ξ)-5α-cholestan-3-yliden>-acetaldehyde

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 98 percent / NaBH4 / methanol / 1.) 0 deg C, 0.5 h, 2.) room temperature, 1 h
2: 81 percent / KOH / dimethylsulfoxide / Ambient temperature
3: 85 percent / oxalic acid / CH2Cl2; H2O / Ambient temperature
View Scheme
1,4-Cyclohexanedione
637-88-7

1,4-Cyclohexanedione

allylaluminium bromide

allylaluminium bromide

A

4-methoxycyclohexanone
13482-23-0

4-methoxycyclohexanone

B

<(Ξ)-5α-cholestan-3-yliden>-acetaldehyde

<(Ξ)-5α-cholestan-3-yliden>-acetaldehyde

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 4.84 g / conc. H2SO4 / benzene / Heating
2: 98 percent / NaBH4 / methanol / 1.) 0 deg C, 0.5 h, 2.) room temperature, 1 h
3: 81 percent / KOH / dimethylsulfoxide / Ambient temperature
4: 85 percent / oxalic acid / CH2Cl2; H2O / Ambient temperature
View Scheme
4,4-ethylenedioxycyclohexan-1-ol
22428-87-1

4,4-ethylenedioxycyclohexan-1-ol

A

4-methoxycyclohexanone
13482-23-0

4-methoxycyclohexanone

B

potassium tert-pentylate

potassium tert-pentylate

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1.) NaH / 1.) THF, 0 deg C, 2.) THF, reflux, 12 h
2: 89 percent / aq. p-TsOH / 1 h / Heating
View Scheme
cyclohexanedione monoethylene ketal
4746-97-8

cyclohexanedione monoethylene ketal

A

4-methoxycyclohexanone
13482-23-0

4-methoxycyclohexanone

B

potassium tert-pentylate

potassium tert-pentylate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 98 percent / LiAlH4 / tetrahydrofuran / Ambient temperature
2: 1.) NaH / 1.) THF, 0 deg C, 2.) THF, reflux, 12 h
3: 89 percent / aq. p-TsOH / 1 h / Heating
View Scheme
1,4-Cyclohexanediol
556-48-9

1,4-Cyclohexanediol

4-methoxycyclohexanone
13482-23-0

4-methoxycyclohexanone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 53 percent / 1) KOH / 1) water
2: 85 percent / pyridinium chlorochromate / CH2Cl2 / 3 h / Ambient temperature
View Scheme
Multi-step reaction with 2 steps
1.1: potassium hydroxide / water / 1 h / Reflux
1.2: 24 h / 20 °C
2.1: pyridinium chlorochromate / dichloromethane / 4 h / Inert atmosphere
View Scheme
Multi-step reaction with 2 steps
1.1: sodium hydride / mineral oil; tetrahydrofuran / 0.5 h / 0 °C
1.2: 78 h
2.1: pyridinium chlorochromate / dichloromethane / 3.5 h / 20 °C
View Scheme
4-methoxy-phenol
150-76-5

4-methoxy-phenol

A

4-methoxycyclohexanone
13482-23-0

4-methoxycyclohexanone

B

4-methoxycyclohexan-1-ol
18068-06-9

4-methoxycyclohexan-1-ol

Conditions
ConditionsYield
With palladium 10% on activated carbon; sodium formate dihydrate In water at 80℃; for 0.333333h; Microwave irradiation;
With hydrogen; 5-methyl-dihydro-furan-2-one In water at 25℃; for 11h; Autoclave;
4-methoxy-phenol
150-76-5

4-methoxy-phenol

A

4-methoxycyclohexanone
13482-23-0

4-methoxycyclohexanone

B

cyclohexanone
108-94-1

cyclohexanone

Conditions
ConditionsYield
With potassium tetrachloropalladate(II); dodecatungstophosphoric acid hydrate; hydrogen In water at 100℃; under 1500.15 Torr; for 18h;
With sodium formate In water at 80℃; for 18h; Sealed tube; chemoselective reaction;
para-methoxynitrobenzene
100-17-4

para-methoxynitrobenzene

4-methoxycyclohexanone
13482-23-0

4-methoxycyclohexanone

Conditions
ConditionsYield
With carbon dioxide; palladium 10% on activated carbon; water; hydrogen at 29.84℃; under 750.075 Torr; for 6h; Catalytic behavior;
4-methoxycyclohexanone
13482-23-0

4-methoxycyclohexanone

benzaldehyde
100-52-7

benzaldehyde

C14H16O2

C14H16O2

Conditions
ConditionsYield
With aniline In toluene at 80℃; for 12h;97%
With (κ2-(N,N′)-8-trifluoroacetyaminoquinolate) benzoateborane; aniline In toluene at 80℃; for 12h; Reagent/catalyst;97%
4-methoxycyclohexanone
13482-23-0

4-methoxycyclohexanone

C7H13(2)HO2
56292-97-8

C7H13(2)HO2

Conditions
ConditionsYield
With lithium aluminium deuteride In diethyl ether for 1h; Ambient temperature;95%
chloro-trimethyl-silane
75-77-4

chloro-trimethyl-silane

4-methoxycyclohexanone
13482-23-0

4-methoxycyclohexanone

C10H20O2Si
934550-71-7

C10H20O2Si

Conditions
ConditionsYield
With triethylamine In N,N-dimethyl-formamide Heating;95%
4-methoxycyclohexanone
13482-23-0

4-methoxycyclohexanone

Methyl glyoxylate
922-68-9

Methyl glyoxylate

methyl 2-(2-oxo-5-methoxycyclohexyl)-2-hydroxyacetate
379699-76-0

methyl 2-(2-oxo-5-methoxycyclohexyl)-2-hydroxyacetate

Conditions
ConditionsYield
95%
4-methoxycyclohexanone
13482-23-0

4-methoxycyclohexanone

acetylenemagnesium bromide
4301-14-8

acetylenemagnesium bromide

1-ethynyl-4-methoxycyclohexan-1-ol
102195-49-3

1-ethynyl-4-methoxycyclohexan-1-ol

Conditions
ConditionsYield
In tetrahydrofuran at 0 - 20℃; for 2h; Inert atmosphere;91%
4-methoxycyclohexanone
13482-23-0

4-methoxycyclohexanone

4-hydrazino-5-methyl-1H-pyridin-2-one
106689-40-1

4-hydrazino-5-methyl-1H-pyridin-2-one

N-(4-methoxycyclohexylidene)-N'-(5-methyl-1H-pyrid-2-on-4-yl)hydrazine

N-(4-methoxycyclohexylidene)-N'-(5-methyl-1H-pyrid-2-on-4-yl)hydrazine

Conditions
ConditionsYield
In ethanol for 4h; Heating;86%
4-methoxycyclohexanone
13482-23-0

4-methoxycyclohexanone

ethylene glycol
107-21-1

ethylene glycol

4-methoxycyclohexanone ethylene ketal
56292-99-0

4-methoxycyclohexanone ethylene ketal

Conditions
ConditionsYield
With magnesium sulfate; toluene-4-sulfonic acid In toluene at 110℃; for 4h;85%
4-methoxycyclohexanone
13482-23-0

4-methoxycyclohexanone

(2,4-dinitro-phenyl)-hydrazine
119-26-6

(2,4-dinitro-phenyl)-hydrazine

4-methoxycyclohexanone (2,4-dinitrophenyl)hydrazone
100610-99-9

4-methoxycyclohexanone (2,4-dinitrophenyl)hydrazone

Conditions
ConditionsYield
With acetic acid In ethanol for 12h; Inert atmosphere; Reflux;82%
4-methoxycyclohexanone
13482-23-0

4-methoxycyclohexanone

Diethyl maleate
141-05-9

Diethyl maleate

C13H20O5

C13H20O5

Conditions
ConditionsYield
With iodine; zinc In tetrahydrofuran at 70℃; for 4h; Time; Inert atmosphere;82%
4-methoxycyclohexanone
13482-23-0

4-methoxycyclohexanone

4-hydrazinylpyridin-2(1H)-one
106689-41-2

4-hydrazinylpyridin-2(1H)-one

N-(4-methoxycyclohexylidene)-N'-(1H-pyrid-2-on-4-yl)hydrazine
111380-48-4

N-(4-methoxycyclohexylidene)-N'-(1H-pyrid-2-on-4-yl)hydrazine

Conditions
ConditionsYield
In ethanol Heating;80.5%
In ethanol for 2h; Reflux;77%
4-methoxycyclohexanone
13482-23-0

4-methoxycyclohexanone

cyanoacetic acid n-propyl ester
14447-15-5

cyanoacetic acid n-propyl ester

2amino-6-methoxyl-4,5,6,7-tetrahydro-benzo[b]thiophene-3-carboxylic acid propyl ester

2amino-6-methoxyl-4,5,6,7-tetrahydro-benzo[b]thiophene-3-carboxylic acid propyl ester

Conditions
ConditionsYield
With morpholine; sulfur In ethanol at 85℃; for 5h;79.04%
N,N-phenylbistrifluoromethane-sulfonimide
37595-74-7

N,N-phenylbistrifluoromethane-sulfonimide

4-methoxycyclohexanone
13482-23-0

4-methoxycyclohexanone

4-methoxycyclohex-1-en-1-yl trifluoromethanesulfonate
1092938-89-0

4-methoxycyclohex-1-en-1-yl trifluoromethanesulfonate

Conditions
ConditionsYield
With lithium hexamethyldisilazane In tetrahydrofuran at -78 - 20℃; for 16h; Inert atmosphere;78%
Stage #1: 4-methoxycyclohexanone With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 0.166667h;
Stage #2: N,N-phenylbistrifluoromethane-sulfonimide In tetrahydrofuran at -78 - 20℃;
With n-butyllithium; diisopropylamine In tetrahydrofuran; hexane at -78 - 20℃; for 1.75h; Cooling with acetone-dry ice;
4-methoxycyclohexanone
13482-23-0

4-methoxycyclohexanone

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

methyl 5-methoxy-2-oxo-cyclohexan-1-carboxylate
463927-80-2

methyl 5-methoxy-2-oxo-cyclohexan-1-carboxylate

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran Heating;76%
sodium cyanide
773837-37-9

sodium cyanide

4-methoxycyclohexanone
13482-23-0

4-methoxycyclohexanone

ammonium carbonate
506-87-6

ammonium carbonate

cis-8-methoxy-1,3-diazaspiro[4,5]-decane-2,4-dione

cis-8-methoxy-1,3-diazaspiro[4,5]-decane-2,4-dione

Conditions
ConditionsYield
Stage #1: ammonium carbonate In water for 0.166667h;
Stage #2: sodium cyanide In water for 0.5h;
Stage #3: 4-methoxycyclohexanone In water at 50℃; for 20h;
75%
4-methoxycyclohexanone
13482-23-0

4-methoxycyclohexanone

methylmagnesium bromide
75-16-1

methylmagnesium bromide

4-methoxy-1-methylcyclohexan-1-ol
102878-81-9

4-methoxy-1-methylcyclohexan-1-ol

Conditions
ConditionsYield
In tetrahydrofuran; diethyl ether; toluene at 0℃; for 3h;71%
4-methoxycyclohexanone
13482-23-0

4-methoxycyclohexanone

DL-3-methoxy-adipic acid
98962-99-3

DL-3-methoxy-adipic acid

Conditions
ConditionsYield
With oxygen; tetraethylammonium perchlorate In N,N-dimethyl-formamide at 25℃; under 760 Torr; electrochemical oxidation;67%
4-methoxycyclohexanone
13482-23-0

4-methoxycyclohexanone

3-(3',4',5'-trimethoxyphenyl)-3-oxopropanenitrile
50606-35-4

3-(3',4',5'-trimethoxyphenyl)-3-oxopropanenitrile

(2-amino-6-methoxy-4,5,6,7-tetrahydrobenzo[b]thiophen-3-yl)-(3,4,5-trimethoxyphenyl)methanone
939970-49-7

(2-amino-6-methoxy-4,5,6,7-tetrahydrobenzo[b]thiophen-3-yl)-(3,4,5-trimethoxyphenyl)methanone

Conditions
ConditionsYield
With morpholine; sulfur for 21h;64%
4-methoxycyclohexanone
13482-23-0

4-methoxycyclohexanone

methyl (3,3-bishydroperoxy)-5α-pregnan-17β-acetate

methyl (3,3-bishydroperoxy)-5α-pregnan-17β-acetate

methyl 3,3-(1,1-epidioxy-4-methoxycyclohexane)-5α-pregnan-17β-acetate

methyl 3,3-(1,1-epidioxy-4-methoxycyclohexane)-5α-pregnan-17β-acetate

Conditions
ConditionsYield
With sulfuric acid In acetonitrile at 0℃; for 24h;63%
4-methoxycyclohexanone
13482-23-0

4-methoxycyclohexanone

benzene-1,2-diol
120-80-9

benzene-1,2-diol

Conditions
ConditionsYield
With iodine; oxygen; dimethyl sulfoxide at 80℃; for 12h;63%
4-methoxycyclohexanone
13482-23-0

4-methoxycyclohexanone

(S)-5-methoxy-2-oxepanone

(S)-5-methoxy-2-oxepanone

Conditions
ConditionsYield
With Escherichia coli JM109(DE3)(pET-22b) whole cells; isopropyl β-D-thiogalactopyranoside; β‐cyclodextrin; D-glucose In water at 24℃; Baeyer-Villiger oxidation;53%
4-methoxycyclohexanone
13482-23-0

4-methoxycyclohexanone

ethylmagnesium bromide
925-90-6

ethylmagnesium bromide

1-ethyl-4-methoxycyclohexan-1-ol
412016-80-9

1-ethyl-4-methoxycyclohexan-1-ol

Conditions
ConditionsYield
In tetrahydrofuran; diethyl ether; toluene at 0℃; for 3h;52%
4-methoxycyclohexanone
13482-23-0

4-methoxycyclohexanone

C17H19N3O2

C17H19N3O2

C24H26N2O3

C24H26N2O3

Conditions
ConditionsYield
With acetic acid for 16h; Fischer Indole Synthesis; Reflux;45%
sodium cyanide
773837-37-9

sodium cyanide

4-methoxycyclohexanone
13482-23-0

4-methoxycyclohexanone

ammonium carbonate
506-87-6

ammonium carbonate

cis-8-methoxy-1,3-diazaspiro[4.5]decane-2,4-dione

cis-8-methoxy-1,3-diazaspiro[4.5]decane-2,4-dione

Conditions
ConditionsYield
In water at 50℃; for 15h; Bucherer-Bergs Reaction;44.6%
4-methoxycyclohexanone
13482-23-0

4-methoxycyclohexanone

dimethyl sulfoxide
67-68-5

dimethyl sulfoxide

2-(methylsulfenyl)phenol
1073-29-6

2-(methylsulfenyl)phenol

Conditions
ConditionsYield
With iodine at 80℃; for 24h; Sealed tube;41%
4-methoxycyclohexanone
13482-23-0

4-methoxycyclohexanone

(methoxymethyl)triphenylphosphonium chloride
4009-98-7

(methoxymethyl)triphenylphosphonium chloride

1-methoxy-4-(methoxymethylidene)cyclohexane

1-methoxy-4-(methoxymethylidene)cyclohexane

Conditions
ConditionsYield
Stage #1: (methoxymethyl)triphenylphosphonium chloride With sodium hexamethyldisilazane In tetrahydrofuran at -10℃; for 1h; Inert atmosphere;
Stage #2: 4-methoxycyclohexanone In tetrahydrofuran at -10℃; for 3h; Inert atmosphere;
40%
4-methoxycyclohexanone
13482-23-0

4-methoxycyclohexanone

3-Methyldiphenylamine
1205-64-7

3-Methyldiphenylamine

N,N-diphenyl-m-toluidine
4316-54-5

N,N-diphenyl-m-toluidine

Conditions
ConditionsYield
With palladium on activated charcoal; toluene-4-sulfonic acid In 1,3,5-trimethyl-benzene at 160℃; under 760.051 Torr; for 2h; Inert atmosphere; Schlenk technique;35%
4-methoxycyclohexanone
13482-23-0

4-methoxycyclohexanone

p-toluidine
106-49-0

p-toluidine

N1,N2-di-p-tolylbenzene-1,2-diamine
253334-40-6

N1,N2-di-p-tolylbenzene-1,2-diamine

Conditions
ConditionsYield
With methanesulfonic acid; iodine; dimethyl sulfoxide In N,N,N,N,N,N-hexamethylphosphoric triamide at 120℃; for 12h; Schlenk technique; Sealed tube; Green chemistry;31%

13482-23-0Relevant articles and documents

Ammonium Tungstate as an Effective Catalyst for Selective Oxidation of Alcohols to Aldehydes or Ketones with Hydrogen Peroxide under Water - A Synergy of Graphene Oxide

Fu, Huihui,Hu, Chuanfeng,Huang, Zhida,Zhou, Jianhao,Peng, Xinhua

, p. 447 - 451 (2018)

Ammonium tungstate was found to be a facile and efficient catalyst for selective oxidation of alcohols to the corresponding carbonyl compounds with hydrogen peroxide as oxidant. Heterogeneous graphene oxide as acid effectively intensified the transformations and resulted in excellent yields. The use of water as solvent rendered the reactions promising both economically and environmentally.

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Baldry,K.W. et al.

, p. 2589 - 2594 (1976)

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Synthesis method of 4-substituent cyclohexanone liquid crystal intermediate

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Paragraph 0048; 0050-0051, (2021/05/19)

The invention discloses a synthesis method of a 4-substituent cyclohexanone liquid crystal intermediate, which comprises the following step: carrying out oxidation catalytic reaction on 4-substituent cyclohexanol under the action of trichloroisocyanide urea to obtain the 4-substituent cyclohexanone liquid crystal intermediate. The method is high in reaction selectivity, high in yield, environment-friendly, simple in post-treatment and suitable for industrial production.

Highly Selective Hydrogenation of Phenols to Cyclohexanone Derivatives Using a Palladium@N-Doped Carbon/SiO2Catalyst

Sheng, Xueru,Wang, Chao,Wang, Wentao

supporting information, p. 2425 - 2431 (2021/11/16)

A new palladium-based heterogeneous material was synthesized by means of immobilization of Pd(OAc)2/1,10-phenanthroline on commercially available SiO2and subsequent pyrolysis at 600 °C for 2 h in air, namely, a Pd@N-doped carbon/SiO2catalyst. The obtained catalyst was studied by X-ray diffraction (XRD), high-resolution transmission electron microscopy (HRTEM), and X-ray photoelectron spectroscopy (XPS) techniques, and was effectively applied in the highly selective hydrogenation of phenols to give the corresponding cyclohexanone derivatives with 93-98% yields at 100 °C under 0.4 MPa H2in EtOH. It was demonstrated that introducing nitrogen could effectively promote the Pd dispersion and enhance the electronic interaction of Pd, both of which facilitate the improvement of the catalytic activity and selectivity. The likely reaction pathway was outlined to elucidate the selective hydrogenation mechanism according to experimental results.

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