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inquiryConditions | Yield |
---|---|
With aluminum (III) chloride at 40 - 55℃; | 97.9% |
Stage #1: acetic anhydride; 1,3-Dichlorobenzene With aluminum (III) chloride at 40 - 55℃; under 637.564 Torr; Stage #2: With hydrogenchloride In water | 95% |
With aluminum (III) chloride at 50℃; for 4h; Reagent/catalyst; Temperature; | 70.9% |
Stage #1: acetic anhydride With aluminum (III) chloride In 1,2-dichloro-benzene for 0.333333h; Stage #2: 1,3-Dichlorobenzene With hydrogenchloride In water; 1,2-dichloro-benzene Cooling with ice; | 55.46% |
With hydrogenchloride; aluminum (III) chloride; calcium chloride In water for 0.833333h; | 55.46% |
Conditions | Yield |
---|---|
at 60℃; for 4h; Ionic liquid; Green chemistry; | 96% |
at 60℃; for 4h; Temperature; Ionic liquid; | 96% |
With aluminium trichloride |
Conditions | Yield |
---|---|
With 2,4,6-trimethyl-pyridine; 4-acetylamino-2,2,6,6-tetramethyl-1-piperidinoxy; iodine; sodium hydrogencarbonate In dichloromethane; water at 20 - 22℃; for 3h; Reagent/catalyst; | 95% |
With copper(l) iodide; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; potassium tert-butylate; L-proline In N,N-dimethyl-formamide at 25℃; for 8h; | 90% |
With calcomenite; potassium hydroxide In toluene for 24h; Reflux; | 86% |
Conditions | Yield |
---|---|
With perchloric acid; oxygen; palladium diacetate; p-benzoquinone; sodium nitrite In methanol; water at 20℃; for 24h; Wacker Oxidation; Schlenk technique; Sealed tube; Green chemistry; | 94% |
With dihydrogen peroxide In water; acetonitrile at 55℃; for 12h; Wacker Oxidation; | 62% |
With manganese(IV) oxide; palladium dichloride In water; acetonitrile at 60℃; for 28h; | 60% |
Conditions | Yield |
---|---|
With tris-(trimethylsilyl)silane In acetonitrile for 24h; Schlenk technique; Inert atmosphere; Irradiation; | 91% |
1-(2,4-dichlorophenyl)ethan-1-one oxime
1-(2,4-dichlorophenyl)ethan-1-one
Conditions | Yield |
---|---|
With hydrogenchloride; sodium chlorite In water at 20℃; for 0.0833333h; | 91% |
With Iron(III) nitrate nonahydrate; oxygen In toluene at 37℃; under 760.051 Torr; for 1.5h; Schlenk technique; Green chemistry; | 91% |
2,4-dichlorophenacyl bromide
phosphorous acid trimethyl ester
A
O,O-dimethyl-O-<1-(2,4-dichlorophenyl)-2-bromo>vinyl phosphate (isomer Z)
C
1-(2,4-dichlorophenyl)ethan-1-one
Conditions | Yield |
---|---|
In methanol for 0.25h; Title compound not separated from byproducts; | A 90% B 3.3% C 3.3% |
In methanol for 0.25h; Mechanism; Heating; other phenacyl and phenacylidene halides; |
2,4-dichlorophenylboronic acid
ethyl 2-cyanoacetate
1-(2,4-dichlorophenyl)ethan-1-one
Conditions | Yield |
---|---|
With trifluorormethanesulfonic acid; water; palladium diacetate; 2-(3,5-dimethyl-1H-pyrazol-1-yl)pyridine at 90℃; for 8h; regioselective reaction; | 70% |
methyl magnesium iodide
2,4-dichlorobenzylnitrile
1-(2,4-dichlorophenyl)ethan-1-one
Conditions | Yield |
---|---|
With diethyl ether anschliessendes Behandeln mit wss. H2SO4; |
Phosphorsaeure-<1-(2,4-dichlor-phenyl)-vinylester>-diisopropylester
1-(2,4-dichlorophenyl)ethan-1-one
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid | |
With sulfuric acid at 165℃; |
Methyl 3,3-dimethylacrylate
2,4-dichlorobenzoyl chloride
1-(2,4-dichlorophenyl)ethan-1-one
Conditions | Yield |
---|---|
(i) AlCl3, (ii) NaOH, MeOH; Multistep reaction; |
2,4-dichlorophenacyl bromide
A
2-bromo-1-(2,4-dichlorophenyl)ethanol
B
1-(2,4-dichlorophenyl)ethan-1-one
Conditions | Yield |
---|---|
With 9,10-dihydro-10-methylacridine; perchloric acid In acetonitrile at 61.9℃; Product distribution; Mechanism; | A 9 % Spectr. B 84 % Spectr. |
Conditions | Yield |
---|---|
With water; sodium hydride Yield given. Multistep reaction; |
2,4-dichlorobenzoyl chloride
methyl iodide
1-(2,4-dichlorophenyl)ethan-1-one
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); zinc copper 1.) DMF, benzene, room temp., 1 h, then 60 deg C, 4 h, 2.) DMF, benzene, room temp., 1 h; Yield given. Multistep reaction; |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: thionyl chloride 2: diethyl ether / anschliessendes Behandeln mit wss. H2SO4 View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: aqueous ammonia 2: thionyl chloride 3: diethyl ether / anschliessendes Behandeln mit wss. H2SO4 View Scheme |
propargyl bromide
2,2',4'-trichloroacetophenone
A
1-chloro-2-(2,4-dichlorophenyl)penta-3,4-dien-2-ol
B
C11H9Cl3O
C
1-(2,4-dichlorophenyl)ethan-1-one
Conditions | Yield |
---|---|
With indium In tetrahydrofuran; water at 20℃; |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: tetrahydrofuran / 3.17 h / 0 - 20 °C / Inert atmosphere 2: silica gel; manganese(IV) oxide / acetonitrile / 8 h / 70 °C / Molecular sieve View Scheme |
1-Phenylethanol
1-(2,4-dichlorophenyl)ethan-1-one
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: hydrogenchloride / water / 3 h / 25 °C 2: hydrogenchloride; iron sulfide; chlorine / water / 0 - 40 °C 3: sodium hydroxide / 3 h / 65 °C 4: phosphotungstic acid; dihydrogen peroxide / 5 h / 65 °C View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: hydrogenchloride; iron sulfide; chlorine / water / 0 - 40 °C 2: sodium hydroxide / 3 h / 65 °C 3: phosphotungstic acid; dihydrogen peroxide / 5 h / 65 °C View Scheme |
Conditions | Yield |
---|---|
With bromine In 1,4-dioxane; diethyl ether for 0.5h; Ambient temperature; | 100% |
With copper(ll) bromide In chloroform; ethyl acetate at 40℃; for 2h; | 100% |
With dihydrogen peroxide; bromine; sodium carbonate In dichloromethane at 20 - 40℃; Green chemistry; | 91.4% |
Conditions | Yield |
---|---|
With sodium hydroxide for 0.5h; | 100% |
Conditions | Yield |
---|---|
With sodium hydroxide for 0.5h; | 100% |
Conditions | Yield |
---|---|
With sodium hydroxide for 1.5h; | 100% |
Conditions | Yield |
---|---|
With sodium hydroxide In ethanol at 20℃; for 15h; Claisen-Schmidt Condensation; | 100% |
Conditions | Yield |
---|---|
With sodium borohydrid In methanol; water | 99% |
With sodium tetrahydroborate In methanol at 20℃; for 0.5h; | 99% |
With methanol; [pentamethylcyclopentadienyl*Ir(2,2′-bpyO)(OH)][Na] at 66℃; for 12h; Inert atmosphere; Schlenk technique; | 94% |
1-(2,4-dichlorophenyl)ethan-1-one
(S)-1-(2',4'-dichlorophenyl)-1-ethanol
Conditions | Yield |
---|---|
With bis(1,5-cyclooctadiene)diiridium(I) dichloride; C53H73FeN2O2PS; hydrogen; lithium tert-butoxide In isopropyl alcohol at 25 - 30℃; under 22801.5 Torr; for 12h; Autoclave; enantioselective reaction; | 99% |
With formic acid; C20H23ClIrNO3; isopropylamine In dichloromethane at 20℃; enantioselective reaction; | 77% |
With n-hexan-2-ol; Geotrichum candidum IFO 4597 cells on BL-100 polymer In hexane at 30℃; for 24h; Reduction; | 71% |
1-(2,4-dichlorophenyl)ethan-1-one
1-(2,4-dichlorophenyl)ethan-1-one oxime
Conditions | Yield |
---|---|
With sodium hydroxide; hydroxylamine hydrochloride In methanol; water | 99% |
With hydroxylamine hydrochloride; sodium acetate In ethanol; water at 80℃; | 93% |
With hydroxylamine hydrochloride; sodium acetate In ethanol; water Reflux; |
4-methoxy-benzaldehyde
1-(2,4-dichlorophenyl)ethan-1-one
1-(2,4-dichlorophenyl)-3-(4-methoxyphenyl)prop-2-en-1-one
Conditions | Yield |
---|---|
With sodium hydroxide In ethanol at 20℃; for 15h; Claisen-Schmidt Condensation; | 99% |
With sodium hydroxide In ethanol at 20℃; | 85% |
With sodium hydroxide In ethanol at 0℃; | 83.5% |
With sodium hydroxide In ethanol at 20℃; Claisen-Schmidt condensation; | |
With potassium hydroxide In ethanol; water Claisen-Schmidt Condensation; |
diethyl cyanophosphonate
1-(2,4-dichlorophenyl)ethan-1-one
1-cyano-1-(2,4-dichlorophenyl)ethyl diethyl phosphate
Conditions | Yield |
---|---|
With 1,3-bis-(2,6-diisopropylphenyl)-imidazol-2-ylidene In toluene at 20℃; for 3h; Inert atmosphere; | 99% |
Conditions | Yield |
---|---|
Stage #1: 1-(2,4-dichlorophenyl)ethan-1-one With sodium hydroxide In ethanol; water at 20℃; for 0.0833333h; Claisen-Schmidt Condensation; Stage #2: 2,6-dimethoxybenzaldehyde at 20℃; Claisen-Schmidt Condensation; | 99% |
Conditions | Yield |
---|---|
With sodium hydroxide In ethanol at 20℃; for 15h; Claisen-Schmidt Condensation; | 99% |
With potassium hydroxide In ethanol; water Claisen-Schmidt Condensation; |
Conditions | Yield |
---|---|
With iodine In acetonitrile at 25℃; for 0.166667h; | 98% |
Methyl dimethoxyacetate
1-(2,4-dichlorophenyl)ethan-1-one
1-(2,4-dichlorophenyl)-4,4-dimethoxybutane-1,3-dione
Conditions | Yield |
---|---|
Stage #1: Methyl dimethoxyacetate; 1-(2,4-dichlorophenyl)ethan-1-one With methanol; sodium methylate In diethyl ether at 20℃; for 2h; Stage #2: In diethyl ether for 6h; Heating / reflux; Stage #3: In diethyl ether at 20℃; | 98% |
With hydrogenchloride; sodium methylate In diethyl ether at 20℃; for 2h; | 98% |
5-azido-3-methyl-1-phenyl-1H-pyrazole-4-carbaldehyde
1-(2,4-dichlorophenyl)ethan-1-one
C19H13Cl2N3
Conditions | Yield |
---|---|
With sodium ethanolate In ethanol at 0 - 80℃; for 10h; | 98% |
1-decylindoline-2,3-dione
1-(2,4-dichlorophenyl)ethan-1-one
1-decyl-3-[2-(2,4-dichlorophenyl)-2-oxoethyl]-3-hydroxyindolin-2-one
Conditions | Yield |
---|---|
With diethylamine In water; isopropyl alcohol at 20℃; for 8h; | 97% |
6-methoxy-2H-chromene-3-carbaldehyde
1-(2,4-dichlorophenyl)ethan-1-one
(E)-1-(2,4-dichlorophenyl)-3-(6-methoxy-2H-chromen-3-yl)prop-2-en-1-one
Conditions | Yield |
---|---|
With sodium hydroxide In ethanol Cooling with ice; | 97% |
1,3-benzodioxol-5-yl(phenyl)methanol
1-(2,4-dichlorophenyl)ethan-1-one
3-(benzo[d][1,3]dioxol-5-yl)-1-(2,4-dichlorophenyl)-3-phenylpropan-1-one
Conditions | Yield |
---|---|
With trifluorormethanesulfonic acid; trimethyl orthoformate In tetrachloromethane at 20℃; for 1h; | 97% |
With silver hexafluoroantimonate; trimethyl orthoformate In dichloromethane for 6h; Inert atmosphere; Reflux; | 75% |
Conditions | Yield |
---|---|
With ammonium acetate In water at 130℃; for 0.1h; Kroehnke reaction; microwave irradiation; | 96% |
With ammonium acetate for 0.1h; microwave irradiation; | 95% |
With ammonium acetate In ethylene glycol microwave irradiation; atmospheric pressure; | 95% |
Conditions | Yield |
---|---|
With N-Bromosuccinimide at 45℃; for 24h; | 96% |
Stage #1: 1-(2,4-dichlorophenyl)ethan-1-one With bromine In butan-1-ol at 20℃; for 2h; Stage #2: ethylene glycol With toluene-4-sulfonic acid In butan-1-ol; benzene for 4h; Reagent/catalyst; Solvent; Reflux; | 83.22% |
Stage #1: 1-(2,4-dichlorophenyl)ethan-1-one With bromine In butan-1-ol at 20℃; for 1h; Stage #2: ethylene glycol In butan-1-ol; benzene at 88 - 89℃; for 6h; Reagent/catalyst; Solvent; Temperature; | 66.43% |
1-(2,4-dichlorophenyl)ethan-1-one
2,2-dibromo-1-(2,4-dichlorophenyl)ethanone
Conditions | Yield |
---|---|
With bromine In neat (no solvent) | 95% |
With bromine at 35 - 40℃; for 3h; | 51% |
With bromine In tetrachloromethane |
Conditions | Yield |
---|---|
With sodium hydroxide In ethanol for 0.666667h; Claisen Schmidt condensation; | 95% |
With potassium hydroxide In ethanol for 3h; Solvent; Temperature; Time; Reflux; | 92% |
With Dimethyl ether In methanol at 20℃; | 75% |
With sodium hydroxide In ethanol at 20℃; Claisen-Schmidt condensation; |
Conditions | Yield |
---|---|
With sodium hydroxide In ethanol at 20℃; | 95% |
N-butylisatin
1-(2,4-dichlorophenyl)ethan-1-one
1-butyl-3-[2-(2,4-dichlorophenyl)-2-oxoethyl]-3-hydroxyindolin-2-one
Conditions | Yield |
---|---|
With diethylamine In water; isopropyl alcohol at 20℃; for 8h; | 95% |
2,4-dichlorobenzaldeyhde
1-(2,4-dichlorophenyl)ethan-1-one
1,3-bis(2,4-dichlorophenyl)prop-2-en-1-one
Conditions | Yield |
---|---|
With lithium hydroxide In ethanol; water at 21 - 23℃; for 0.00277778h; Claisen-Schmidt Condensation; Sonication; | 95% |
With sodium hydroxide In ethanol at 0℃; | 68.4% |
With sodium hydroxide In ethanol at 20℃; Claisen-Schmidt condensation; |
formaldehyd
(1R,2S)-(-)-norephedrine hydrochloride
1-(2,4-dichlorophenyl)ethan-1-one
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate In isopropyl alcohol at 10 - 50℃; Mannich Aminomethylation; | 95% |
formaldehyd
(1S,2S)-2-amino-1-phenylpropanol
1-(2,4-dichlorophenyl)ethan-1-one
Conditions | Yield |
---|---|
Stage #1: formaldehyd; (1S,2S)-2-amino-1-phenylpropanol In isopropyl alcohol at 20℃; for 0.166667h; Inert atmosphere; Stage #2: 1-(2,4-dichlorophenyl)ethan-1-one In isopropyl alcohol at 45 - 50℃; Inert atmosphere; Stage #3: With hydrogenchloride In ethanol; water at 10℃; Inert atmosphere; enantioselective reaction; | 95% |
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