Conditions | Yield |
---|---|
With sodium periodate; sulfuric acid; C31H29Br2N3Ru*CH2Cl2 In water; acetonitrile at 25℃; for 0.5h; Inert atmosphere; Schlenk technique; | 100% |
With ruthenium trichloride; [bis(acetoxy)iodo]benzene In dichloromethane; water at 30℃; for 1.5h; | 100% |
With ferrocene; mercury(II) diacetate; water; triethyloxonium fluoroborate; salicylic acid In acetone at 20℃; for 1.5h; Reagent/catalyst; Solvent; | 98.8% |
Conditions | Yield |
---|---|
With HOF* CH3CN In chloroform at 0 - 20℃; | 95% |
acetyl chloride
A
1,1-dichloro-2,2,5,5-tetrakis(trimethylsilyl)-1-stannacyclopentane
B
1-Phenylpropane-1,2-dione
Conditions | Yield |
---|---|
In hexane at 20℃; for 12h; Schlenk technique; Inert atmosphere; | A 95% B 89% |
Conditions | Yield |
---|---|
With water; Dess-Martin periodane In dichloromethane for 0.333333h; Ambient temperature; | 94% |
With 2,6-dicarboxypyridinium chlorochromate In acetonitrile at 20℃; for 0.316667h; | 88% |
With 2,6-dicarboxypyridinium fluorochromate for 0.5h; | 85% |
Conditions | Yield |
---|---|
With [(tris(1-pyrazolyl)borate)Ru(P(phenyl)3)(CH3CN)2]PF6 In toluene at 100℃; for 5h; | 93% |
Conditions | Yield |
---|---|
With 2,6-dichloropyridine N-oxide In dichloromethane at 20℃; for 0.166667h; Molecular sieve; Inert atmosphere; | 92% |
α-(methylthio)phenylacetone
1-Phenylpropane-1,2-dione
Conditions | Yield |
---|---|
With CuCl2*2H2O In water; acetone Heating; | 91% |
1-Phenylpropane-1,2-dione
Conditions | Yield |
---|---|
With triethylamine at 90℃; for 16h; Inert atmosphere; | 91% |
3-acetoxy-3-phenyldiazirine
1-Phenylpropane-1,2-dione
Conditions | Yield |
---|---|
In pentane for 1h; Irradiation; | 90% |
In pentane at 25℃; for 2h; Irradiation; |
Conditions | Yield |
---|---|
With aluminum (III) chloride; Oxone In water at 20℃; for 1h; | 90% |
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; acetic acid; copper(I) bromide at 100℃; for 2h; | 85% |
2,2-dimethoxy-1-phenylpropan-1-one
1-Phenylpropane-1,2-dione
Conditions | Yield |
---|---|
With sulfuric acid Heating; | 87% |
Conditions | Yield |
---|---|
With hydrogenchloride; bromine; sodium; aluminium trichloride In methanol; chloroform; water | 86% |
Stage #1: 1-phenyl-propan-1-one With [hydroxy(p-nitrobenezenesulfonyloxy)iodo]benzene for 0.025h; microwave irradiation; Stage #2: With pyridine N-oxide for 0.00833333h; microwave irradiation; | 83% |
With (Z/E)-2-bromo-2-[4-oxothiazolidin-2-ylidene]-N-phenylacetamide; dimethyl sulfoxide for 24h; Reflux; | 46% |
Conditions | Yield |
---|---|
With pyridine; pyridinium chlorochromate In dichloromethane for 15h; Heating; | 85% |
With 2,6-dicarboxypyridinium fluorochromate In acetonitrile at 20℃; for 1h; | 82% |
With selenium(IV) oxide Inert atmosphere; | 41% |
2-methyl-3-phenyl-1,3-propane diol
1-Phenylpropane-1,2-dione
Conditions | Yield |
---|---|
With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In tetrahydrofuran; dimethyl sulfoxide at 20℃; for 2.8h; | 84% |
(E)-2-(methoxyimino)-1-phenylpropan-1-one
1-Phenylpropane-1,2-dione
Conditions | Yield |
---|---|
With hydrogenchloride; formaldehyd; water In ethanol at 80℃; for 0.2h; Microwave irradiation; | 84% |
1-phenyl-propane-1,2-dione 1-oxime
1-Phenylpropane-1,2-dione
Conditions | Yield |
---|---|
With chromium(VI) oxide; silica gel In toluene at 72 - 75℃; for 4h; Oxidation; Deoximation; | 83% |
With manganese(IV) oxide; silica gel for 0.1h; microwave irradiation; | 76% |
With sulfuric acid beim Destillieren; |
2-benzoyl-2-methyl-1,3-oxathiane
1-Phenylpropane-1,2-dione
Conditions | Yield |
---|---|
With silver(I) nitrite; iodine In diethyl ether; water for 5.5h; Ambient temperature; | 83% |
With cyanogen iodide | 83% |
2-acetyl-2-phenyl-1,3-dithiane
1-Phenylpropane-1,2-dione
Conditions | Yield |
---|---|
In water; acetonitrile electrolysis; Pt-electrode; | 82% |
acetic anhydride
benzaldehyde
A
dimethylglyoxal
B
benzil
C
1-Phenylpropane-1,2-dione
Conditions | Yield |
---|---|
cobalt(II) chloride In acetonitrile for 24h; Product distribution; Mechanism; Ambient temperature; | A 6% B 8% C 81% |
cobalt(II) chloride In acetonitrile for 24h; Ambient temperature; | A 6% B 8% C 81% |
cobalt(II) chloride In acetonitrile for 24h; Ambient temperature; | A 45% B 65% C 12% |
Conditions | Yield |
---|---|
With tetrabutylammonium acetate; palladium diacetate; 8-hydroxyquinoline-2-sulfonic acid In toluene at 100℃; under 22502.3 Torr; for 6h; | A 80% B n/a |
Conditions | Yield |
---|---|
With oxygen; 2(μ-O) In dimethyl sulfoxide at 95℃; for 72h; | A 79% B 3% |
With oxygen; 2(μ-O) In dimethyl sulfoxide at 80℃; for 25h; | A 39% B 30% |
Conditions | Yield |
---|---|
With dimethyl sulfoxide; palladium dichloride at 90℃; for 12h; | A 1% B 77% |
iodobenzene
tert-butylisonitrile
trimethylaluminum
1-Phenylpropane-1,2-dione
Conditions | Yield |
---|---|
Stage #1: iodobenzene; tert-butylisonitrile; trimethylaluminum With 1,3-bis-(diphenylphosphino)propane; palladium dichloride In toluene at 20℃; for 0.0833333h; Sealed tube; Inert atmosphere; Stage #2: With potassium tert-butylate In toluene at 20 - 100℃; for 16h; Sealed tube; Inert atmosphere; Stage #3: With hydrogenchloride; water In toluene at 20℃; for 1h; Catalytic behavior; Reagent/catalyst; Solvent; Sealed tube; Inert atmosphere; | 77% |
1-phenyl-2-methoxy-2-propen-1-one
1-Phenylpropane-1,2-dione
Conditions | Yield |
---|---|
With hydrogenchloride In acetone for 2.5h; Heating; | 75% |
tributyl(1-ethoxyvinyl)stannane
benzoyl chloride
1-Phenylpropane-1,2-dione
Conditions | Yield |
---|---|
With hydrogenchloride; bis-triphenylphosphine-palladium(II) chloride In benzene at 100℃; for 20h; | 75% |
Conditions | Yield |
---|---|
With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione at 80℃; for 4h; | 75% |
With air; magnetic magnetite nanoparticles In ethanol at 80℃; for 9h; Sealed tube; Green chemistry; | 60% |
With oxygen In acetonitrile at 100℃; under 750.075 Torr; for 10h; Catalytic behavior; Autoclave; Green chemistry; Irradiation; | 49% |
With (Z/E)-2-bromo-2-[4-oxothiazolidin-2-ylidene]-N-phenylacetamide; dimethyl sulfoxide for 2h; Reflux; | 38% |
With oxygen In water; toluene at 80℃; for 12h; | 25 %Chromat. |
1-Phenylpropane-1,2-dione
Conditions | Yield |
---|---|
With 2,6-dimethylpyridine; methanesulfonyl chloride In dichloromethane at 0℃; for 0.25h; | 71% |
Conditions | Yield |
---|---|
With triphenyl phosphite; ozone In dichloromethane at -78℃; for 1.83333h; | 70% |
With potassium permanganate; magnesium sulfate In toluene at 50 - 60℃; for 40h; | 42% |
Conditions | Yield |
---|---|
With dihydrogen peroxide; 1,5-dicyclohexyl imidazole; 2,2′-((1E,1′E)-(1,2-phenylenebis(azanylylidene))bis(methanylylidene))diphenolmanganese(II) In dichloromethane; N,N-dimethyl-formamide at 0℃; for 1.25h; | A 70% B 3% |
bromobenzene
tert-butylisonitrile
trimethylaluminum
1-Phenylpropane-1,2-dione
Conditions | Yield |
---|---|
Stage #1: bromobenzene; tert-butylisonitrile; trimethylaluminum With 1,3-bis-(diphenylphosphino)propane; palladium dichloride In toluene at 20℃; for 0.25h; Sealed tube; Inert atmosphere; Stage #2: With potassium tert-butylate In toluene at 20 - 100℃; for 16h; Sealed tube; Inert atmosphere; Stage #3: With hydrogenchloride; water In toluene at 20℃; for 1h; Sealed tube; Inert atmosphere; | 69% |
1-Phenylpropane-1,2-dione
3-bromo-1-phenylpropane-1,2-dione
Conditions | Yield |
---|---|
With 1-bromo-3-phenyl-2-propanone; bromine In chloroform for 12h; Heating / reflux; | 100% |
With bromine In chloroform | 100% |
With bromine In 1,2-dichloro-ethane at 20℃; for 1.5h; | 25% |
6-(1-methylhydrazino)uracil
1-Phenylpropane-1,2-dione
1,3-dimethyl-4-phenyl-4-deazatoxoflavin
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide Heating; | 100% |
In N,N-dimethyl-formamide at 90 - 160℃; | 100% |
1,2-diamino-benzene
1-Phenylpropane-1,2-dione
2-methyl-3-phenylquinoxaline
Conditions | Yield |
---|---|
With amberlyst-15 In water at 70℃; for 0.166667h; | 99% |
With iodine In ethanol; water at 50℃; for 0.0166667h; Microwave irradiation; | 98% |
In chloroform for 4h; Heating / reflux; | 98% |
Conditions | Yield |
---|---|
With 2-(naphthalen-2-yl)-2,3-dihydrobenzo[d]thiazole; (R)-3,3'-bis(2,4,6-triisopropylphenyl)binol phosphoric acid In toluene at 30℃; Molecular sieve; Schlenk technique; Inert atmosphere; regioselective reaction; | A 99% B n/a |
1-Phenylpropane-1,2-dione
(S)-phenylacetylcarbinol
Conditions | Yield |
---|---|
With Arthrobacter sp. TS-15 recombinant pseudoephedrine dehydrogenase; NADH In aq. phosphate buffer at 25℃; pH=7.5; Kinetics; Green chemistry; Enzymatic reaction; enantioselective reaction; | 99% |
Conditions | Yield |
---|---|
With Arthrobacter sp. TS-15 recombinant ephedrine dehydrogenase; NADH In aq. phosphate buffer at 25℃; pH=7.5; Kinetics; Green chemistry; Enzymatic reaction; enantioselective reaction; | 99% |
With cyclohexanone monooxygenase mutant L143F from Acinetobacter sp. NCIMB 9871 in Escherichia coli whole-cell culture medium In acetonitrile at 20℃; Catalytic behavior; Inert atmosphere; Microbiological reaction; Enzymatic reaction; enantioselective reaction; | 55% |
Conditions | Yield |
---|---|
Stage #1: bis(iodozinc)methane; 1-Phenylpropane-1,2-dione In tetrahydrofuran at 25℃; for 0.5h; Stage #2: acetic anhydride In tetrahydrofuran at 25℃; for 0.5h; | 98% |
Conditions | Yield |
---|---|
In diethyl ether for 3h; Heating; | 98% |
Conditions | Yield |
---|---|
Stage #1: diiodomethane With lead(II) chloride; zinc In tetrahydrofuran at 0℃; Inert atmosphere; Sonication; Stage #2: 1-Phenylpropane-1,2-dione In tetrahydrofuran at 25℃; for 0.5h; Stage #3: acetic anhydride In tetrahydrofuran for 0.5h; diastereoselective reaction; | 98% |
Conditions | Yield |
---|---|
With zinc; 1,1'-dipropyl-4,4'-bipyridinium dichloride In water; acetonitrile for 24h; Ambient temperature; | 97% |
With Thiamine hydrochloride; triethylamine In PEG400 at 20℃; for 3h; | 78% |
With acetic acid; zinc for 12h; Ambient temperature; | 65% |
Conditions | Yield |
---|---|
Stage #1: bis(iodozinc)methane; 1-Phenylpropane-1,2-dione In tetrahydrofuran at 25℃; for 0.5h; Stage #2: chloro-trimethyl-silane In tetrahydrofuran at 25℃; for 0.5h; | 97% |
Conditions | Yield |
---|---|
With amberlyst-15 In water at 70℃; for 0.233333h; | 97% |
iodine In acetonitrile at 25℃; for 0.166667h; | 93% |
indium (III) chloride In water at 20℃; | 88% |
Conditions | Yield |
---|---|
Stage #1: diiodomethane With lead(II) chloride; zinc In tetrahydrofuran at 0℃; Inert atmosphere; Sonication; Stage #2: 1-Phenylpropane-1,2-dione In tetrahydrofuran at 25℃; for 0.5h; Stage #3: chloro-trimethyl-silane In tetrahydrofuran for 0.5h; diastereoselective reaction; | 97% |
Conditions | Yield |
---|---|
With indium In water at 60℃; under 1241.19 - 2585.81 Torr; for 0.05h; Temperature; Microwave irradiation; Green chemistry; chemoselective reaction; | 96% |
With niobium pentachloride In acetonitrile at 20℃; for 0.333333h; | 82% |
With saccharin In methanol at 20℃; |
2-(3,4,5-trimethoxyphenyl)-2-oxoacetaldehyde
1-Phenylpropane-1,2-dione
C20H20N2O4
Conditions | Yield |
---|---|
With ammonium acetate In ethanol; water at 20℃; | 95.4% |
ethylenediamine
1-Phenylpropane-1,2-dione
2,3-dihydro-5-methyl-6-phenylpyrazine
Conditions | Yield |
---|---|
In water at 20℃; for 0.5h; Green chemistry; | 95% |
In dichloromethane for 2h; Reflux; Inert atmosphere; Schlenk technique; Glovebox; | 95% |
80% |
N,N-dimethylthiourea
1-Phenylpropane-1,2-dione
4,5-dihydroxy-1,3,4-trimethyl-5-phenyltetrahydroimidazole-2-thione
Conditions | Yield |
---|---|
With trifluoroacetic acid In tetrahydrofuran; water for 48h; Ambient temperature; | 95% |
1-Phenylpropane-1,2-dione
(S)-2-hydroxypropiophenone
Conditions | Yield |
---|---|
With D-glucose; Bacillus megaterium glucose dehydrogenase; Pichia glucozyma CBS 5766 recombinant NADPH-dependent benzil reductase; NADPH In dimethyl sulfoxide at 30℃; pH=8; Enzymatic reaction; enantioselective reaction; | 95% |
With glucose-6-phosphate dehydrogenase; 1,4-dihydronicotinamide adenine dinucleotide; α-D-glucose 6-phosphate; diacetyl reductase; TEA-HCl buffer for 24h; | 92% |
pH=5, bioreduction by baker's yeast; | 80% |
Conditions | Yield |
---|---|
With sodium tetrahydroborate In ethanol at 0℃; for 1h; Inert atmosphere; | 95% |
With hydrogen; cinchonidine; acetic acid In water at 20℃; under 5171.62 Torr; Autoclave; | |
With rabbit 3-hydroxyhexobarbital dehydrogenase (AKR1C29); NADPH In aq. phosphate buffer; ethyl acetate at 37℃; for 0.5h; pH=7.4; Catalytic behavior; Kinetics; Enzymatic reaction; | |
With sodium tetrahydroborate In tetrahydrofuran; water at 20℃; |
ethyl 2-cyanoacetate
1-Phenylpropane-1,2-dione
ethyl 2-amino-4-benzoylthiophene-3-carboxylate
Conditions | Yield |
---|---|
With sulfur; triethylamine In N,N-dimethyl-formamide at 20℃; for 12h; | 95% |
Conditions | Yield |
---|---|
With indium In water at 60℃; under 1241.19 - 2585.81 Torr; for 0.0166667h; Temperature; Microwave irradiation; Green chemistry; chemoselective reaction; | 94% |
benzaldehyde
1-Phenylpropane-1,2-dione
syn-3,4-dihydroxy-3,4-diphenylbutan-2-one
Conditions | Yield |
---|---|
With titanium(III) chloride In acetone at 0℃; for 1h; | 93% |
Conditions | Yield |
---|---|
With γ-maghemite-silica nanocomposite In neat (no solvent) at 55℃; for 6h; Green chemistry; | 93% |
In neat (no solvent) at 20℃; for 6.5h; Green chemistry; | 75% |
With silica gel In water at 20℃; for 6.5h; Green chemistry; | 75% |
4,5-dimethyl-1,2-phenylenediamine
1-Phenylpropane-1,2-dione
2,6,7-trimethyl-3-phenylquinoxaline
Conditions | Yield |
---|---|
With zirconium tetrakis(dodecyl sulfate) In water at 20℃; for 0.333333h; | 93% |
With acetic acid In ethanol for 24h; Reflux; Inert atmosphere; | 86% |
In ethanol Heating; | 62% |
With saccharin In methanol at 20℃; |
oxybis(diphenylborane)
benzamidine monohydrochloride
1-Phenylpropane-1,2-dione
5-methyl-1,3,3,7-tetraphenyl-2,4-dioxa-8-aza-6-azonia-3-boratabicyclo{3.3.3}oct-6-ene
Conditions | Yield |
---|---|
With sodium hydroxide In ethanol room temp.; crystn. from reaction mixt., washing (ethanol, ether), or evapn., extraction (hot ethanol), crystn. on cooling; elem. anal.; | 93% |
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