rac-1-(4-methoxyphenyl)-ethanol
chlorobenzene
4-methoxyphenyl benzyl ketone
Conditions | Yield |
---|---|
Stage #1: rac-1-(4-methoxyphenyl)-ethanol With allylchloro[1,3-bis(2,6-di-isopropylphenyl)imidazol-2-ylidine]palladium(II); para-chlorotoluene; potassium tert-butylate In toluene at 40℃; for 3h; Inert atmosphere; Stage #2: chlorobenzene In toluene at 80℃; for 4h; Inert atmosphere; | 99% |
Conditions | Yield |
---|---|
With trifluoromethylsulfonic anhydride In dichloromethane Friedel-Crafts Acylation; Cooling with ice; | 98% |
With aluminium dodecatungsten phosphate; trifluoroacetic anhydride at 20℃; for 2h; | 94% |
With pyrographite; toluene-4-sulfonic acid at 90℃; for 3.5h; Friedel-Crafts reaction; | 92% |
Conditions | Yield |
---|---|
With zinc(II) oxide at 20℃; for 0.0833333h; Friedel-Crafts acylation; | 98% |
With zinc oxide nanoparticles supported on polyaniline at 20℃; for 0.166667h; Friedel Crafts acylation; Neat (no solvent); | 96% |
With iron(III) oxide at 20℃; for 0.166667h; Friedel Crafts acylation; regioselective reaction; | 91% |
phenyldiazomethane
4-methoxy-benzaldehyde
4-methoxyphenyl benzyl ketone
Conditions | Yield |
---|---|
With scandium tris(trifluoromethanesulfonate) In toluene at -78℃; for 0.166667h; Inert atmosphere; | 97% |
cyclopentadienyldicarbonyl(tetrahydrofuran)iron(II) tetrafluoroborate In dichloromethane at 20℃; for 12.5h; insertion; | 55% |
With lithium bromide In diethyl ether at -5 - 0℃; protected from light; | 90 % Spectr. |
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In ethanol at 120℃; for 0.5h; microwave irradiation; | 96% |
With toluene-4-sulfonic acid In ethanol at 78℃; for 72h; | 80% |
With silver hexafluoroantimonate; chloro(1,3-bis(2,6-di-i-propylphenyl)imidazol-2-ylidene)gold(I) In 1,4-dioxane; water at 80℃; for 16h; | 74% |
With 1,10-Phenanthroline; copper(II) choride dihydrate; silver trifluoromethanesulfonate; aniline; 1,2-bis-(diphenylphosphino)ethane; palladium dichloride In 1,4-dioxane; water at 100℃; for 24h; | 22% |
With hydrogenchloride; water; cetyltrimethylammonim bromide In isopropyl alcohol at 140℃; for 10h; |
4-methoxyphenylboronic acid
phenylacetonitrile
4-methoxyphenyl benzyl ketone
Conditions | Yield |
---|---|
With [2,2]bipyridinyl; palladium diacetate; trifluoroacetic acid In tetrahydrofuran; water at 80℃; for 36h; Inert atmosphere; Schlenk technique; | 96% |
With ammonium chloride; bipyridine-cyclopalladated ferrocenylimine complex In water at 100℃; for 24h; | 92% |
[Pd(μ-OH)(2,2'-bipyridine)]2(OSO2CF3)2 In nitromethane for 24h; Heating; | 87% |
4-methoxyphenyl benzyl ketone
Conditions | Yield |
---|---|
With potassium cyanide In N,N-dimethyl-formamide at 80℃; for 1h; | 95% |
1-(1-(4-methoxyphenyl)-2-phenylethoxy)-2,2,6,6-tetramethylpiperidine
4-methoxyphenyl benzyl ketone
Conditions | Yield |
---|---|
With 3-chloro-benzenecarboperoxoic acid In dichloromethane | 95% |
Conditions | Yield |
---|---|
With lithium tert-butoxide In tetrahydrofuran at 23℃; for 3h; Glovebox; | 95% |
4-methoxyphenylboronic acid
phenylacetyl chloride
4-methoxyphenyl benzyl ketone
Conditions | Yield |
---|---|
With (BeDABCO)2Pd2Cl6; potassium carbonate In toluene at 20℃; for 0.583333h; Suzuki Coupling; | 91% |
Conditions | Yield |
---|---|
With (2,2'-bipyridine)nickel(II) dibromide; tetrabutylammonium tetrafluoroborate In N,N-dimethyl-formamide Electrochemical reaction; | 88% |
Conditions | Yield |
---|---|
With C16H14N6O4Pd; potassium tert-butylate In acetonitrile at 82℃; for 2h; Schlenk technique; Reflux; | 88% |
With tris-(dibenzylideneacetone)dipalladium(0); bis[2-(diphenylphosphino)phenyl] ether; sodium t-butanolate In tetrahydrofuran at 70℃; for 3h; Schlenk technique; Inert atmosphere; | 71% |
With potassium tert-butylate In acetonitrile at 81℃; for 2h; Inert atmosphere; Schlenk technique; | 92 %Chromat. |
carbon monoxide
para-iodoanisole
benzyl chloride
4-methoxyphenyl benzyl ketone
Conditions | Yield |
---|---|
With palladium diacetate; 1,4-di(diphenylphosphino)-butane; zinc In 1,4-dioxane at 100℃; under 7500.75 Torr; for 16h; Negishi coupling reaction; Inert atmosphere; Autoclave; | 85% |
3-(4-methoxyphenyl)-3-oxo-2-phenylpropanal
4-methoxyphenyl benzyl ketone
Conditions | Yield |
---|---|
With ethylenediamine In tetrahydrofuran for 4h; Heating; | 84% |
para-iodoanisole
benzyl(bromo)zinc
molybdenum hexacarbonyl
4-methoxyphenyl benzyl ketone
Conditions | Yield |
---|---|
With palladium diacetate; 1,4-di(diphenylphosphino)-butane In tetrahydrofuran at 90℃; under 1500.15 Torr; for 1h; Sealed tube; Microwave irradiation; chemoselective reaction; | 84% |
Conditions | Yield |
---|---|
With 1,4-diaza-bicyclo[2.2.2]octane; 3,7-bis(dimethylamine)phenothiazonium In acetonitrile at 25℃; Irradiation; Green chemistry; | 84% |
With 1,4-diaza-bicyclo[2.2.2]octane; water; oxygen In acetonitrile at 80℃; under 760.051 Torr; for 12h; chemoselective reaction; | 63% |
Conditions | Yield |
---|---|
With PPA at 60 - 80℃; for 2h; Acylation; Friedel-Crafts acylation; | 83% |
4-methoxyphenyl benzyl ketone
Conditions | Yield |
---|---|
With caesium carbonate In tetrahydrofuran for 3h; Heating; | 81% |
1-bromo-4-methoxy-benzene
benzyl(bromo)zinc
molybdenum hexacarbonyl
4-methoxyphenyl benzyl ketone
Conditions | Yield |
---|---|
With trans-di(μ-acetato)bis[o-(di-o-tolylphosphino)benzyl]dipalladium(II); 1,8-diazabicyclo[5.4.0]undec-7-ene; tri tert-butylphosphoniumtetrafluoroborate In tetrahydrofuran at 120℃; under 2250.23 Torr; for 0.5h; Microwave irradiation; Sealed tube; chemoselective reaction; | 81% |
Conditions | Yield |
---|---|
With copper(l) cyanide; lithium chloride In tetrahydrofuran at 0℃; for 2h; Inert atmosphere; | 81% |
N,N-diisopropyl-4-methoxybenzamide
toluene
4-methoxyphenyl benzyl ketone
Conditions | Yield |
---|---|
With lithium diisopropyl amide In tetrahydrofuran at 60℃; for 12h; | 81% |
1-(4-methoxyphenyl)-2-phenyl-1-(quinazoline-4-yl)ethanol
A
4-methoxyphenyl benzyl ketone
B
quinazoline-4-carbonitrile
Conditions | Yield |
---|---|
With potassium cyanide In N,N-dimethyl-formamide at 80℃; for 1.5h; | A 78% B 6% |
1-(4-methoxyphenyl)-2-phenyl-1-(quinazoline-4-yl)ethanol
A
quinazoline
B
4-methoxyphenyl benzyl ketone
C
quinazoline-4-carbonamide
Conditions | Yield |
---|---|
With potassium cyanide In N,N-dimethyl-formamide at 80℃; for 1h; | A 6% B 78% C 27% |
2-hydroxy-1.3-diphenyl-2-(4-methoxy-phenyl)-propane
4-methoxyphenyl benzyl ketone
Conditions | Yield |
---|---|
With ammonium cerium(IV) nitrate In water; acetonitrile at 50 - 55℃; for 0.166667h; | 77% |
phenylazo tert-butyl sulfide
4-methoxyphenyl benzyl ketone
Conditions | Yield |
---|---|
In dimethyl sulfoxide Ambient temperature; | 77% |
1-(4-Methoxy-phenyl)-2-phenyl-1-(2-phenyl-quinazolin-4-yl)-ethanol
A
2-phenylquinazoline
B
4-methoxyphenyl benzyl ketone
Conditions | Yield |
---|---|
With potassium cyanide In N,N-dimethyl-formamide for 1h; Heating; | A 68% B 77% |
With tetra-n-butylammonium cyanide In tetrahydrofuran for 1h; Heating; Yield given. Yields of byproduct given; |
1-methoxy-4-(1-methoxy-2-phenylvinyl)benzene
4-methoxyphenyl benzyl ketone
Conditions | Yield |
---|---|
With hydrogenchloride In tetrahydrofuran; water at 25℃; | 77% |
1-bromo-4-methoxy-benzene
1-(2-methoxyvinyl)benzene
4-methoxyphenyl benzyl ketone
Conditions | Yield |
---|---|
Stage #1: 1-bromo-4-methoxy-benzene; 1-(2-methoxyvinyl)benzene With sodium hydrogencarbonate; bis(η3-allyl-μ-chloropalladium(II)); (1RS,2RS,3SR,4SR)-1,2,3,4-tetrakis((diphenylphosphanyl)methyl)cyclopentane In N,N-dimethyl-formamide at 150℃; for 20h; Heck reaction; Stage #2: With hydrogenchloride In tetrahydrofuran at 25℃; Further stages.; | 77% |
1-(4-methoxyphenyl)-2-phenylethane
4-methoxyphenyl benzyl ketone
Conditions | Yield |
---|---|
With hydrogenchloride; sodium nitrite In water at 23℃; for 3h; Sealed tube; | 77% |
Multi-step reaction with 2 steps 1: S2O8(2-), HClO4 / Cu(ClO4)2 / acetonitrile; H2O / 0.42 h / 83 °C / other reaction conditions, other substrate 2: pyridine-chlorochromate View Scheme | |
Multi-step reaction with 3 steps 1: S2O8(2-), HClO4 / Cu(ClO4)2 / acetonitrile; H2O / 0.42 h / 83 °C / other reaction conditions, other substrate 3: pyridine-chlorochromate View Scheme | |
With ketoreductase-P1-B12; oxygen; NADPH; 9-(2-mesityl)-10-methylacridinium perchlorate In water; acetonitrile at 23℃; for 24h; Irradiation; Enzymatic reaction; |
phenylacetonitrile
sodium 4-methoxybenzenesulfinate
4-methoxyphenyl benzyl ketone
Conditions | Yield |
---|---|
With palladium(II) trifluoroacetate; trifluoroacetic acid; 6-methyl-2,2'-bipyridine In tetrahydrofuran; water at 100℃; for 1h; Microwave irradiation; | 77% |
4-methoxyphenyl benzyl ketone
4-methoxybenzil
Conditions | Yield |
---|---|
With selenium(IV) oxide In dimethyl sulfoxide at 170℃; for 0.0166667h; Microwave irradiation; | 98% |
With potassium hydrogencarbonate; dimethyl sulfoxide at 80℃; Reagent/catalyst; Temperature; Pressure; | 96% |
With N-Bromosuccinimide; dimethyl sulfoxide for 72h; Ambient temperature; | 93% |
4-methoxyphenyl benzyl ketone
4-chlorobenzaldehyde
thiourea
4-(4-chlorophenyl)-6-(4-methoxyphenyl)-5-phenyl-3,4-dihydropyrimidine-2(1H)-thione
Conditions | Yield |
---|---|
With potassium tert-butylate In ethanol at 20 - 70℃; Biginelli type reaction; | 98% |
Conditions | Yield |
---|---|
With [bis(acetoxy)iodo]benzene In dichloromethane at 20℃; for 4h; Sealed tube; | 98% |
4-methoxyphenyl benzyl ketone
ethyl bromoacetate
3-hydroxy-3-(4-methoxy-phenyl)-4-phenyl-butyric acid ethyl ester
Conditions | Yield |
---|---|
With iodine; zinc In benzene for 1h; Reformatsky reaction; Heating; | 97% |
4-methoxyphenyl benzyl ketone
4-chlorobenzaldehyde
urea
4-(4-chlorophenyl)-6-(4-methoxyphenyl)-5-phenyl-3,4-dihydropyrimidin-2(1H)-one
Conditions | Yield |
---|---|
With potassium tert-butylate In ethanol at 20 - 70℃; Biginelli type reaction; | 97% |
Conditions | Yield |
---|---|
With sodium tetrahydroborate In ethanol | 96% |
Reduktion nach Meerwein-Ponndorf; | |
With sodium tetrahydroborate In isopropyl alcohol | |
With sodium tetrahydroborate In tetrahydrofuran; water at 20℃; | |
With sodium tetrahydroborate In methanol at 0 - 20℃; |
4-methoxyphenyl benzyl ketone
2-bromo-1-(4-methoxyphenyl)butan-1-one
2-ethyl-1,4-bis(4-methoxyphenyl)-3-phenyl-butane-1,4-dione
Conditions | Yield |
---|---|
Stage #1: 4-methoxyphenyl benzyl ketone With potassium hexamethylsilazane In tetrahydrofuran; toluene at -78℃; for 1h; Stage #2: 2-bromo-1-(4-methoxyphenyl)butan-1-one In tetrahydrofuran; toluene at -78 - 20℃; Further stages.; | 96% |
Conditions | Yield |
---|---|
With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; sodium hexamethyldisilazane In tetrahydrofuran at -78 - 20℃; | 96% |
ethyl bromide
4-methoxyphenyl benzyl ketone
1-(4-methoxyphenyl)-2-phenylbutan-1-one
Conditions | Yield |
---|---|
Stage #1: 4-methoxyphenyl benzyl ketone With sodium hydride In tetrahydrofuran; mineral oil at 0 - 20℃; Stage #2: ethyl bromide With potassium iodide In tetrahydrofuran; mineral oil at 20℃; for 12h; | 95% |
With potassium tert-butylate In diethyl ether Heating; |
4-methoxyphenyl benzyl ketone
aniline
A
benzaldehyde
B
4-methoxy-N-phenylbenzamide
Conditions | Yield |
---|---|
With 1,10-Phenanthroline; copper(II) chloride dihydrate; oxygen In acetonitrile under 760.051 Torr; for 36h; Reflux; | A n/a B 93% |
Conditions | Yield |
---|---|
With chloro(1,5-cyclooctadiene)rhodium(I) dimer; sodium 2,2,2-trifluoroacetate; diphenyl(methyl)phosphine; bis(pinacol)diborane In tetrahydrofuran at 70℃; for 10h; Glovebox; Sealed tube; Inert atmosphere; stereoselective reaction; | 92% |
Multi-step reaction with 2 steps 1: Reduktion nach Meerwein-Ponndorf 2: acetic acid; H2SO4 View Scheme | |
Multi-step reaction with 2 steps 1: sodium-amalgam 2: acetic acid; concentrated aqueous HCl View Scheme |
4-methoxyphenyl benzyl ketone
Methyltriphenylphosphonium bromide
1-methoxy-4-(3-phenylprop-1-en-2-yl)benzene
Conditions | Yield |
---|---|
Stage #1: Methyltriphenylphosphonium bromide With potassium tert-butylate In tetrahydrofuran at 20℃; for 1h; Wittig Olefination; Inert atmosphere; Stage #2: 4-methoxyphenyl benzyl ketone In tetrahydrofuran at 50℃; for 1h; Inert atmosphere; | 92% |
Stage #1: Methyltriphenylphosphonium bromide With potassium tert-butylate In tetrahydrofuran at 0℃; for 0.75h; Stage #2: 4-methoxyphenyl benzyl ketone In tetrahydrofuran at 20℃; for 16h; |
4-methoxyphenyl benzyl ketone
1,4-bis(4-methoxyphenyl)-2,3-diphenylbutane-1,4-dione
Conditions | Yield |
---|---|
With silver fluoride In 5,5-dimethyl-1,3-cyclohexadiene at 140℃; for 10h; | 91% |
With copper(II) acetate monohydrate In 5,5-dimethyl-1,3-cyclohexadiene at 140℃; for 6h; | 83% |
4-methoxyphenyl benzyl ketone
2-hydroxy-2-phenylacetophenone
2-(4-methoxyphenyl)-3,4,5-triphenyl-1H-pyrrole
Conditions | Yield |
---|---|
With ammonium acetate; acetic acid at 100℃; for 12h; Schlenk technique; Inert atmosphere; | 91% |
4-methoxyphenyl benzyl ketone
thiourea
4-(4-methoxyphenyl)-5-phenyl-2-aminothiazole
Conditions | Yield |
---|---|
With cesium bicarbonate; Bromotrichloromethane In acetonitrile at 80℃; for 2h; | 91% |
Conditions | Yield |
---|---|
With aluminium trichloride In diethyl ether at 0℃; for 2h; | 90% |
Conditions | Yield |
---|---|
With potassium hydroxide In N,N-dimethyl-formamide at 20℃; regioselective reaction; | 90% |
Conditions | Yield |
---|---|
In toluene at 50 - 80℃; | 89.9% |
In N,N-dimethyl-formamide at 100℃; for 2h; Microwave irradiation; | 85% |
In 5,5-dimethyl-1,3-cyclohexadiene for 2h; Reflux; | 57% |
for 12h; Heating; |
4-methoxyphenyl benzyl ketone
2-(bromomethyl)-3-(phenylthio)-1-(phenylsulfonyl)-1H-indole
Conditions | Yield |
---|---|
With sodium hydride In N,N-dimethyl-formamide at 20℃; for 3h; | 89.4% |
4-methoxyphenyl benzyl ketone
2-azido-1,3-dimethyl-4,5-dihydro-1H-imidazol-3-ium hexafluorophosphate (V)
C20H23N3O2
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran; acetonitrile at 20℃; for 2h; | 89% |
The 1-(4-Methoxyphenyl)-2-phenylethanone with cas registry number of 1023-17-2 belongs to the categorie of Aromatic Ketones (substituted). It has its own systematic name and IUPAC name which are the same called 1-(4-methoxyphenyl)-2-phenylethanone.
The physical properties about this chemical are: (1)ACD/LogP: 3.25; (2)# of Rule of 5 Violations: 0; (3)#H bond acceptors: 2; (4)#H bond donors: 0; (5)#Freely Rotating Bonds: 4; (6)Index of Refraction: 1.569; (7)Molar Refractivity: 67.44 cm3; (8)Molar Volume: 205.6 cm3; (9)Surface Tension: 41.2 dyne/cm; (10)Density: 1.1 g/cm3; (11)Flash Point: 173.2 °C; (12)Enthalpy of Vaporization: 62.81 kJ/mol; (13)Boiling Point: 380 °C at 760 mmHg; (14)Vapour Pressure: 5.61E-06 mmHg at 25°C.
Preparation: There are several methods to prepare this chemical. Here is one example. It can be made by reaction of methoxybenzene with phenylacetic acid at temperature of 50 - 60 ℃. It also needs reagents: methanesulfonic acid, P2O5 with reaction time of 90 min.
Uses of 1-(4-Methoxyphenyl)-2-phenylethanone: it can be used for the synthesis of (4-methoxy-phenyl)-phenyl-ethanedione by using reagent SeO2 and aqueous dioxane.
You can still convert the following datas into molecular structure:
(1)SMILES: O=C(c1ccc(OC)cc1)Cc2ccccc2;
(2)InChI: InChI=1/C15H14O2/c1-17-14-9-7-13(8-10-14)15(16)11-12-5-3-2-4-6-12/h2-10H,11H2,1H3;
(3)InChIKey: PLALKSRAHVYFOH-UHFFFAOYAT
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