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Conditions | Yield |
---|---|
With iron(III) chloride; chloro-trimethyl-silane In 1,2-dichloro-ethane at 20℃; for 0.166667h; Friedel-Crafts Alkylation; Inert atmosphere; | 100% |
Conditions | Yield |
---|---|
With cross-linked poly acidic ionic liquids In N,N-dimethyl-formamide at 120℃; for 3h; Solvent; Temperature; High pressure; | 99.67% |
With phosphotungstic acid at 120℃; for 3h; Reagent/catalyst; | 98.3% |
With 12-tungstophosphoric acid supported 30percent triethylammonium acetate, P123 in micro/mesoporous silica at 119.84℃; for 3h; Catalytic behavior; Reagent/catalyst; Temperature; Friedel-Crafts Alkylation; | 93.8% |
styrene
o-xylene
A
1,2-dimethyl-2-(1-phenylethyl)benzene
B
1,2-dimethyl-4-(1-phenylethyl)benzene
Conditions | Yield |
---|---|
With immobilized 30percent 12-tungstophosphoric acid-imidazole(1H)-3-ium-3-triethoxysilylpropyl-1-(propyl-3-sulfonate) on mesoporous silica SBA-15 at 120℃; for 3h; Reagent/catalyst; | A n/a B 93.9% |
With iron(III) chloride at 80℃; for 4h; | |
With SiO2-supported InCl2 at 80℃; for 3h; | |
With gold(III) chloride; silver hexafluoroantimonate In 1,2-dichloro-ethane at 50℃; for 5h; Inert atmosphere; Darkness; regioselective reaction; | |
With aminosilane-modified lanthanum-substituted mesoporous silica-supported phosphotungstic acid at 120℃; for 3h; regioselective reaction; |
o-xylene
tert-butyldimethyl(1-phenylethoxy)silane
1,2-dimethyl-4-(1-phenylethyl)benzene
Conditions | Yield |
---|---|
With iron(III) chloride In 1,2-dichloro-ethane at 20℃; for 2.5h; Friedel-Crafts Alkylation; Inert atmosphere; regioselective reaction; | 93% |
o-xylene
1-phenyl-1-trimethylsilyloxyethane
1,2-dimethyl-4-(1-phenylethyl)benzene
Conditions | Yield |
---|---|
With iron(III) chloride In 1,2-dichloro-ethane at 20℃; for 1h; Reagent/catalyst; Time; Friedel-Crafts Alkylation; Inert atmosphere; regioselective reaction; | 92% |
o-xylene
triethyl(1-phenylethoxy)silane
1,2-dimethyl-4-(1-phenylethyl)benzene
Conditions | Yield |
---|---|
With iron(III) chloride In 1,2-dichloro-ethane at 20℃; for 1.5h; Friedel-Crafts Alkylation; Inert atmosphere; regioselective reaction; | 91% |
o-xylene
1-Phenylethanol
1,2-dimethyl-4-(1-phenylethyl)benzene
Conditions | Yield |
---|---|
[Ir2(COD)2(SnCl3)2(Cl)2)(μ-Cl)2] In 1,2-dichloro-ethane at 80℃; for 12h; | 89% |
With 2,3,4,5-tetrafluorophenyl(dihydroxy)borane In nitromethane at 20℃; for 1h; Friedel-Crafts Alkylation; | 88% |
With triphenylphosphine ditriflate In dichloromethane at 20℃; for 1h; Friedel-Crafts benzylation; | 79% |
Conditions | Yield |
---|---|
With tin(IV) chloride for 1h; Ambient temperature; | 65% |
o-xylene
bis(1-phenylethyl)ether
A
1-Phenylethanol
B
1,2-dimethyl-4-(1-phenylethyl)benzene
Conditions | Yield |
---|---|
With iron(III) chloride; Hexamethyldisiloxane In 1,2-dichloro-ethane at 20℃; for 0.5h; Friedel-Crafts Alkylation; Inert atmosphere; | A 14% B 22% |
With iron(III) chloride In 1,2-dichloro-ethane at 20℃; for 0.5h; Friedel-Crafts Alkylation; Inert atmosphere; | A 11% B 9% |
styrene
o-xylene
A
1,3-diphenyl-1-(o-xylyl)butane
B
1,2-dimethyl-4-(1-phenylethyl)benzene
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid; hydroquinone at 110℃; for 11.5h; Yield given. Yields of byproduct given; |
o-xylene
1-phenylethyl acetate
1,2-dimethyl-4-(1-phenylethyl)benzene
Conditions | Yield |
---|---|
With dihydrogen hexachloroplatinate at 80℃; for 1h; Friedel-Crafts alkylation; | 99 % Chromat. |
gold(III) chloride In nitromethane at 80℃; for 20h; Product distribution; Further Variations:; Catalysts; Solvents; Temperatures; Friedel-Crafts reaction; | 99 % Chromat. |
With iron(III) chloride at 50℃; for 20h; Friedel-Crafts alkylation; | 99 % Chromat. |
With 1-butyl-3-methylimidazolium tetrachloridoferrate(III) at 80℃; for 12h; Friedel-Crafts type benzylation; regioselective reaction; | 98 %Chromat. |
o-xylene
1-Phenylethanol
A
1,2-dimethyl-2-(1-phenylethyl)benzene
B
1,2-dimethyl-4-(1-phenylethyl)benzene
Conditions | Yield |
---|---|
With iron(III) chloride at 80℃; for 24h; Friedel-Crafts alkylation; |
o-xylene
1-Phenylethanol
A
1,3-diphenyl-1-butene
B
1,2-dimethyl-2-(1-phenylethyl)benzene
C
1,2-dimethyl-4-(1-phenylethyl)benzene
Conditions | Yield |
---|---|
With bismuth(lll) trifluoromethanesulfonate at 100℃; for 1h; Friedel-Crafts-type benzylation; |
styrene
o-xylene
A
1,3-diphenyl-1-butene
B
1,2-dimethyl-2-(1-phenylethyl)benzene
C
1,2-dimethyl-4-(1-phenylethyl)benzene
Conditions | Yield |
---|---|
With iodine at 130℃; for 2h; Friedel-Crafts Reaction; |
1-Phenylethanol
1,2-dimethyl-4-(1-phenylethyl)benzene
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: pyridine / dichloromethane / 0 - 20 °C 2: 1-butyl-3-methylimidazolium tetrachloridoferrate(III) / 12 h / 80 °C View Scheme |
1-phenyl-1-trimethylsilyloxyethane
1,2-dimethyl-4-(1-phenylethyl)benzene
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: o-xylene; iron(III) chloride / 1,2-dichloro-ethane / 0.12 h / 20 °C / Inert atmosphere 2: iron(III) chloride; chloro-trimethyl-silane / 1,2-dichloro-ethane / 0.17 h / 20 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 2 steps 1: o-xylene; iron(III) chloride / 1,2-dichloro-ethane / 0.12 h / 20 °C / Inert atmosphere 2: iron(III) chloride; Hexamethyldisiloxane / 1,2-dichloro-ethane / 0.5 h / 20 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 2 steps 1: o-xylene; indium(III) chloride / 1,2-dichloro-ethane / 3 h / 20 °C / Inert atmosphere 2: iron(III) chloride / 1,2-dichloro-ethane / 6 h / 20 °C / Inert atmosphere View Scheme |
o-xylene
1-phenyl-1-trimethylsilyloxyethane
A
bis(1-phenylethyl)ether
B
1,2-dimethyl-4-(1-phenylethyl)benzene
Conditions | Yield |
---|---|
With aluminum (III) chloride In 1,2-dichloro-ethane at 20℃; for 3h; Inert atmosphere; | A 58 %Spectr. B 42 %Spectr. |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C 1.2: -78 - 20 °C 2.1: (di-p-tolylmethyl)triethylsilane; C18H15FP(1+)*C24H20B(1-); bromobenzene-d5 / 24 h / 100 °C / 3040.2 Torr / Schlenk technique; Inert atmosphere; Cooling with liquid nitrogen View Scheme |
1-phenyl-1-(3,4-dimethylphenyl)ethylene
1,2-dimethyl-4-(1-phenylethyl)benzene
Conditions | Yield |
---|---|
With bromobenzene-d5; (di-p-tolylmethyl)triethylsilane; C18H15FP(1+)*C24H20B(1-) at 100℃; under 3040.2 Torr; for 24h; Schlenk technique; Inert atmosphere; Cooling with liquid nitrogen; |
Conditions | Yield |
---|---|
With aluminum (III) chloride; 1-n-butyl-3-methylimidazolim bromide at 30℃; for 1h; Catalytic behavior; Reagent/catalyst; Temperature; Overall yield = 98 %Chromat.; |
1,2-dimethyl-4-(1-phenylethyl)benzene
A
3,4-Dimethylphenol
B
acetophenone
C
3,4-dimethylacetophenone
D
phenol
Conditions | Yield |
---|---|
Stage #1: 1,2-dimethyl-4-(1-phenylethyl)benzene With oxygen; N-hydroxyphthalimide; 2,2'-azobis(isobutyronitrile) In acetonitrile at 75℃; under 760.051 Torr; for 6h; Stage #2: With sulfuric acid In water; acetonitrile at 0℃; for 0.5h; | A 46% B 50% C 2.7% D n/a |
Stage #1: 1,2-dimethyl-4-(1-phenylethyl)benzene With oxygen; N-hydroxyphthalimide; 2,2'-azobis(isobutyronitrile) In acetonitrile at 75℃; under 760.051 Torr; for 6h; Stage #2: In acetonitrile at 0℃; for 1h; Product distribution / selectivity; | A 50% B 50% C 1% D n/a |
1,2-dimethyl-4-(1-phenylethyl)benzene
Conditions | Yield |
---|---|
With N-hydroxyphthalimide; 2,2'-azobis(isobutyronitrile); oxygen In acetonitrile at 75℃; under 760.051 Torr; |
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