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Conditions | Yield |
---|---|
With aluminium trichloride In carbon disulfide for 3h; | 89% |
With aluminum (III) chloride Friedel Crafts acylation; | 87% |
With carbon disulfide; aluminium trichloride |
Conditions | Yield |
---|---|
With zinc(II) chloride In dichloromethane at 0 - 10℃; for 2h; |
3,4'-Dichloropropiophenone
3-chloro-1-(4-chlorophenyl)propan-1-ol
Conditions | Yield |
---|---|
With sodium tetrahydroborate In tetrahydrofuran at 20℃; for 2h; | 99% |
With sodium tetrahydroborate In tetrahydrofuran; water at 20℃; for 2h; | 35% |
With lithium aluminium tetrahydride In diethyl ether |
morpholine
3,4'-Dichloropropiophenone
1-(4-chlorophenyl)-3-(morpholin-1-yl)propane-1-one hydrochloride
Conditions | Yield |
---|---|
In tetrahydrofuran at 20℃; for 16h; | 99% |
99% |
Conditions | Yield |
---|---|
In tetrahydrofuran at 20℃; for 16h; | 98% |
1-methyl-piperazine
3,4'-Dichloropropiophenone
1-(4-chloro-phenyl)-3-(4-methyl-piperazin-1-yl)-propan-1-one
Conditions | Yield |
---|---|
98% |
methyl magnesium iodide
3,4'-Dichloropropiophenone
3-(4-Chlorophenyl)-3-hydroxy-3-methyl-1-chloropropane
Conditions | Yield |
---|---|
In benzene for 1h; | 95% |
N-methyl-N-allylamine
3,4'-Dichloropropiophenone
3-(allylmethylamino)-1-(4-chlorophenyl)propan-1-one
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran at 20℃; for 18h; | 94% |
3,4'-Dichloropropiophenone
Conditions | Yield |
---|---|
Stage #1: 3,4'-Dichloropropiophenone With (S)-2,2',6,6'-tetramethoxy-4,4'-bis(diphenylphosphino)-3,3'-bipyridine; phenylsilane; copper(II) acetate monohydrate In toluene at -20 - 20℃; for 48h; Stage #2: With hydrogenchloride In water; toluene Reagent/catalyst; enantioselective reaction; | 93% |
3,4'-Dichloropropiophenone
triethyl phosphite
[3-(4-Chloro-phenyl)-3-oxo-propyl]-phosphonic acid diethyl ester
Conditions | Yield |
---|---|
for 2h; Heating; | 92% |
at 85℃; Rate constant; Thermodynamic data; Kinetics; Ea, ΔH(excit.), ΔS(excit.), ΔG(excit.); other substituted 3-chloropropiophenones; other solvents; | |
at 85 - 100℃; Rate constant; Thermodynamic data; Ea, ΔH, ΔS, ΔG; |
Conditions | Yield |
---|---|
With potassium phosphate; Wilkinson's catalyst; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In 1,4-dioxane at 80℃; for 20h; Inert atmosphere; | 92% |
Conditions | Yield |
---|---|
With triethylamine In acetonitrile at 20℃; for 4h; Cooling with ice; | 91% |
With triethylamine In chloroform at 20℃; for 18h; Inert atmosphere; | 86% |
With isobutylamine In acetonitrile at 25℃; Rate constant; kinetic isotope effect; |
3,4'-Dichloropropiophenone
phenylboronic acid
4'-chloro-3-phenylpropiophenone
Conditions | Yield |
---|---|
With potassium phosphate; Wilkinson's catalyst; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In 1,4-dioxane at 80℃; for 20h; Inert atmosphere; | 90% |
Conditions | Yield |
---|---|
Stage #1: bis(pinacol)diborane With potassium phosphate; copper(l) iodide In tert-Amyl alcohol at 20℃; for 0.5h; Inert atmosphere; Stage #2: 3,4'-Dichloropropiophenone In tert-Amyl alcohol at 60℃; for 20h; Inert atmosphere; | 87% |
3,4'-Dichloropropiophenone
4-Chlorophenylboronic acid
1,3-Bis(4-chlorophenyl)-1-propanone
Conditions | Yield |
---|---|
With potassium phosphate; Wilkinson's catalyst; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In 1,4-dioxane at 80℃; for 20h; Inert atmosphere; | 86% |
iodobenzene
3,4'-Dichloropropiophenone
(E)-1-(4-chlorophenyl)-3-phenyl-2-propen-1-one
Conditions | Yield |
---|---|
With palladium diacetate; potassium carbonate; triphenylphosphine In N,N-dimethyl-formamide at 20 - 90℃; under 750.075 Torr; for 16h; Inert atmosphere; | 86% |
3,4'-Dichloropropiophenone
ethyl 5,8-dihydro-8-ethyl-2-(1-piperazinyl)-5-oxopyrido[2,3-d]pyrimidine-6-carboxylate
2-{4-[3-(4-Chloro-phenyl)-3-oxo-propyl]-piperazin-1-yl}-8-ethyl-5-oxo-5,8-dihydro-pyrido[2,3-d]pyrimidine-6-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
With triethylamine In isopropyl alcohol Heating; | 85% |
Togni's reagent II
3,4'-Dichloropropiophenone
Conditions | Yield |
---|---|
With 9,10-dihydro-10-methylacridine In 1,2-dichloro-ethane; acetonitrile at 60℃; for 12h; Schlenk technique; Glovebox; Inert atmosphere; | 84% |
(R,S)-5,5-dimethyl-4-ethoxycarbonylthiazolidine
3,4'-Dichloropropiophenone
1-(4-chlorophenyl)-3-(5,5-dimethyl-4-ethoxycarbonyl-3-thiazolidinyl)propan-1-one
Conditions | Yield |
---|---|
83.6% |
1H-imidazole
3,4'-Dichloropropiophenone
1-(4-chlorophenyl)-3-(1H-imidazole-1-yl)propan-1-one
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 25℃; for 72h; | 81% |
3,4'-Dichloropropiophenone
1-(4-chlorophenyl)-3-nitro-1-propanone
Conditions | Yield |
---|---|
80% | |
With 3,5-dihydroxyphenol; sodium nitrite |
piperidine
3,4'-Dichloropropiophenone
1-(4-chlorophenyl)-3-(piperidin-1-yl)propane-1-one hydrochloride
Conditions | Yield |
---|---|
In tetrahydrofuran at 20℃; for 16h; | 80% |
Stage #1: piperidine; 3,4'-Dichloropropiophenone In tetrahydrofuran for 12h; Stage #2: With hydrogenchloride In diethyl ether | 80% |
3,4'-Dichloropropiophenone
4-trifluoromethylphenylboronic acid
Conditions | Yield |
---|---|
With potassium phosphate; Wilkinson's catalyst; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl In 1,4-dioxane at 80℃; for 20h; Inert atmosphere; | 80% |
Conditions | Yield |
---|---|
Stage #1: vinyl magnesium bromide With cerium(III) chloride heptahydrate In tetrahydrofuran at -78℃; for 0.75h; Inert atmosphere; Stage #2: 3,4'-Dichloropropiophenone In tetrahydrofuran at -78℃; for 3h; Inert atmosphere; | 78% |
With cerium(III) chloride In tetrahydrofuran at -78℃; |
3,4'-Dichloropropiophenone
5-chloro-1-indanone
Conditions | Yield |
---|---|
With aluminum (III) chloride; potassium chloride; sodium chloride at 130℃; for 3h; Temperature; Reagent/catalyst; | 75% |
With Et3NHCl-1.8AlCl3 ionic liquid In octane at 70 - 120℃; Ionic liquid; | 72% |
With sulfuric acid | 70% |
3,4'-Dichloropropiophenone
diethylamine
β-(N,N-diethylamino)-p-chloropropiophenone hyrdochloride
Conditions | Yield |
---|---|
In tetrahydrofuran at 20℃; for 16h; | 75% |
3,4'-Dichloropropiophenone
diethylamine
β-(N,N-diethylamino)-p-chloropropiophenone
Conditions | Yield |
---|---|
75% |
3,4'-Dichloropropiophenone
aniline
1-(4-chlorophenyl)-3-(phenylamino)propan-1-one
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran at 30℃; for 3h; | 72% |
With triethylamine In tetrahydrofuran for 5h; Reflux; |
3,4'-Dichloropropiophenone
(E)-1-(4-Chloro-phenyl)-3-[(E)-3-(4-chloro-phenyl)-3-oxo-propenylsulfanyl]-propenone
Conditions | Yield |
---|---|
With sodium sulfide In methanol at 20℃; for 0.5h; | 70% |
3,4'-Dichloropropiophenone
dimethyl propargylmalonate
dimethyl 2-(but-2-ynyl)-2-(3-(4-chlorophenyl)-3-oxopropyl)malonate
Conditions | Yield |
---|---|
Stage #1: dimethyl propargylmalonate With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 0.5h; Inert atmosphere; Stage #2: 3,4'-Dichloropropiophenone With tetra-(n-butyl)ammonium iodide In tetrahydrofuran; mineral oil at 20℃; for 5h; Inert atmosphere; Reflux; | 70% |
methyl (+/-)-5,5-dimethyl-1,3-thiazolidine-4-carboxylate
3,4'-Dichloropropiophenone
1-(4-chlorophenyl)-3-(5,5-dimethyl-4-methoxycarbonyl-3-thiazolidinyl)propan-1-one
Conditions | Yield |
---|---|
With sodium acetate | 64.9% |
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