styrene
benzaldehyde
Conditions | Yield |
---|---|
With sodium periodate; C31H29Br2N3Ru*CH2Cl2 In water; ethyl acetate; acetonitrile at 25℃; for 0.5h; Activation energy; Reagent/catalyst; Solvent; Temperature; Inert atmosphere; Schlenk technique; | 100% |
With ruthenium trichloride; [bis(acetoxy)iodo]benzene In dichloromethane; water at 30℃; for 1.5h; Catalytic behavior; Reagent/catalyst; Solvent; | 99.8% |
With sodium periodate; C22H23ClIN2Os(1+)*F6P(1-) In water; tert-butyl alcohol at 60℃; Catalytic behavior; Reagent/catalyst; Schlenk technique; Inert atmosphere; | 97% |
Conditions | Yield |
---|---|
With oxygen In dichloromethane at 20℃; for 2h; visible light irradiation; | 100% |
With sodium periodate; [η5-C5H5Ru(CO)2NH2C6H11]BF4 In water; acetonitrile at 60℃; for 1h; Catalytic behavior; Schlenk technique; Inert atmosphere; | 100% |
With dihydrogen peroxide In acetonitrile at 65℃; for 6h; | 96% |
MANDELIC ACID
benzaldehyde
Conditions | Yield |
---|---|
With dinitratocerium (IV) chromate In benzene for 0.666667h; Heating; | 100% |
With tris paraperiodate In benzene for 1.5h; Heating; | 100% |
With pyridine chromium peroxide In dichloromethane for 0.25h; Product distribution; Ambient temperature; effect of various chromium(VI) based oxidants; | 100% |
Conditions | Yield |
---|---|
With laccase from Coriolus versicolor MTCC-138; 2,2'-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid) diammonium salt In 1,4-dioxane for 0.5h; pH=4.5; Green chemistry; Enzymatic reaction; | 100% |
With nickel-doped graphene carbon nitride nanoparticles; air In ethanol at 25℃; for 8h; Reagent/catalyst; Solvent; Irradiation; Green chemistry; | 98% |
With water at 20℃; for 3h; Reagent/catalyst; | 98% |
Conditions | Yield |
---|---|
With dinitratocerium (IV) chromate In benzene for 1.25h; Heating; | 100% |
With 2,2'-bipyridylchromium peroxide for 0.4h; Product distribution; effect of various chromium(VI) based oxidants; | 100% |
With barium ferrate(VI) In benzene for 1h; Product distribution; Heating; | 100% |
Conditions | Yield |
---|---|
With bis(pyridine)silver(I) permanganate In benzene for 0.5h; | 100% |
With pyridine chromium peroxide In dichloromethane for 0.5h; Ambient temperature; | 100% |
With manganese(IV) oxide; Pyridine-2,6-dicarboxylic acid In water; acetonitrile at 20℃; for 20h; | 100% |
cyclohexene sulfide
cis-2-methyl-3-phenyloxaziridine
A
(Z)-azomethane
B
N,N'-bis(methyl)sulphur di-imide
C
benzaldehyde
D
cyclohexene
Conditions | Yield |
---|---|
In chloroform Mechanism; Ambient temperature; via thionitrosomethane, CH3NS (also used: other oxaziridines and episulfides); | A n/a B 83% C 100% D 100% |
(2,3-dihydro-4H-benzo[b][1,4]oxazin-4-yl)(phenyl)methanone
A
1,4-benzoxazine
B
benzaldehyde
Conditions | Yield |
---|---|
With sodium bis(2-methoxyethoxy)aluminium dihydride In ethyl acetate; benzene at -40℃; | A 100% B 100% |
Conditions | Yield |
---|---|
1,3-di(NCS)-tetrabutyldistannoxane In diethylene glycol dimethyl ether; water at 100℃; for 2h; Deprotection of acetal; | 100% |
Tetrabutyl-1,3-diisothiocyanato-distannoxane In diethylene glycol dimethyl ether; water at 100℃; for 2h; | 100% |
With 4-phenyl-2,2,5,5-tetramethyl-3-imidazolin-1-yloxy-3-oxide; 15-crown-5; KCrO5Cl In acetonitrile at 60℃; for 7h; Product distribution; Further Variations:; Reagents; | 100% |
phenylethane 1,2-diol
4-cyano-N,N-dimethylaniline-N-oxide
A
formaldehyd
B
4-cyano-N-methylaniline
C
benzaldehyde
D
4-cyano-N,N-dimethylaniline
Conditions | Yield |
---|---|
With chloro(5,10,15,20-tetraphenylporphyrinato)chromium(III) In acetonitrile for 0.666667h; Rate constant; Ambient temperature; Irradiation; oxygen transfer was investigated, different irradiation time; | A n/a B n/a C 100% D 100% |
Conditions | Yield |
---|---|
With tris paraperiodate In benzene for 1.5h; Heating; | 100% |
With N-iodo-succinimide In tetrahydrofuran for 3h; Ambient temperature; in the dark; | 98% |
With calcium hypochlorite; water; aluminum oxide for 0.00555556h; microwave irradiation; | 98% |
Conditions | Yield |
---|---|
With K-10 clay supported copper(II) nitrate trihydrate In dichloromethane for 5h; Ambient temperature; K-10 clay supported iron(III) nitrate nonahydrate; mild cleavege of thioacetals into the corresponding carbonyl compounds; | 100% |
With K-10 clay supported iron(III) nitrate nonahydrate In dichloromethane for 5h; Ambient temperature; with K-10 clay-supported copper(II) nitrate trihydrate; | 100% |
With dihydrogen peroxide; iodine; sodium dodecyl-sulfate In water at 20℃; for 0.75h; Micellar solution; | 100% |
Conditions | Yield |
---|---|
With 1,2,3,4,5-pentafluoro-6-iodosylbenzene; iron(III) perchlorate In acetonitrile at -10℃; for 0.0833333h; | 100% |
With air; [Pt(2,2':6',2'':6'',2'''-quaterpyridine)](CF3SO3)2; Nafion In acetonitrile at 20℃; for 5h; Irradiation; | 100% |
With sodium periodate; osmium(VIII) oxide In tetrahydrofuran; water at 20℃; | 99% |
Conditions | Yield |
---|---|
With sodium nitrite In water; acetic acid 1.) 0 deg C 2.) 60 deg C, 0,5 h; | 100% |
With oxygen at 25℃; under 1500.15 Torr; for 24h; pH=6; aq. buffer; Enzymatic reaction; chemoselective reaction; |
benzyloxy-trimethylsilane
benzaldehyde
Conditions | Yield |
---|---|
With benzyltriphenylphosphonium chlorate; aluminium trichloride In acetonitrile for 0.25h; Heating; | 100% |
With nitrogen dioxide at 20℃; for 0.0833333h; | 100% |
With N-benzyl-N,N-dimethyl anilinium peroxodisulfate In acetonitrile for 0.0833333h; Reflux; | 99% |
Conditions | Yield |
---|---|
With water at 80℃; for 2h; | 100% |
With iodo trichloro silane for 0.333333h; Ambient temperature; | 95% |
With iodo trichloro silane for 0.333333h; Product distribution; Mechanism; Ambient temperature; other acyclic and cyclic acetals and ketals; | 95% |
Conditions | Yield |
---|---|
With copper(II) sulfate In tetrahydrofuran; methanol; water for 24h; Heating; | 100% |
With Cr-MCM-41 zeolite on silica gel for 0.1h; microwave irradiation; | 96% |
With copper(II) nitrate In tetrachloromethane at 25℃; for 2h; regeneration of aldehydes and ketones from tosylhydrazones; further tosylhydrazones; | 92% |
Conditions | Yield |
---|---|
With nitric acid In dichloromethane at 20℃; for 1h; | 100% |
With sulfuric acid In dichloromethane; water for 0.5h; in air; | 100% |
With dimethyl sulfoxide at 70℃; for 6h; | 87.9% |
With Amberlyst-15 In 1,4-dioxane at 40℃; Kinetics; Concentration; Temperature; |
Conditions | Yield |
---|---|
sodium tetrakis[(3,5-di-trifluoromethyl)phenyl]borate In water at 30℃; for 0.0833333h; | 100% |
With water at 80℃; for 2h; | 100% |
With water at 90℃; Inert atmosphere; | 100% |
Conditions | Yield |
---|---|
With [NO(1+)*18-crown-6*H(NO3)2(1-)]; silica gel In dichloromethane at 20℃; for 0.0833333h; | 100% |
With sulphated zirconia In acetonitrile at 60℃; for 0.45h; Microwave irradiation; | 100% |
With aluminum oxide at 35℃; for 0.0111111h; microwave irradiation; | 98% |
Conditions | Yield |
---|---|
With hydrogenchloride; sodium nitrate In tetrachloromethane; water for 5h; Ambient temperature; other reagent; | A n/a B 100% |
1-(N,N-dibenzylamino)cyclopropanecarboxylic acid
A
benzaldehyde
B
1-(N-benzylamino)cyclopropanecarboxylic acid hydrochloride
Conditions | Yield |
---|---|
With pivaloyl chloride In chloroform Ambient temperature; | A 100% B 63% |
Conditions | Yield |
---|---|
With Oxone; silica gel In dichloromethane for 0.333333h; Reflux; | 100% |
With benzyltriphenylphosphonium dichromate; silica gel for 0.166667h; | 97% |
With hexaaquairon(III) perchlorate for 2h; | 96% |
1-Acetamido-N-benzyloxy-6,7-dihydro-5H-dibenzazepin
A
benzaldehyde
B
1-Acetamido-5H-dibenzazepin-N-oxid
C
11-Acetamido-5H-dibenzazepin-N-oxid
Conditions | Yield |
---|---|
With dihydrogen peroxide In acetic acid for 1.66667h; Ambient temperature; Yield given. Title compound not separated from byproducts; | A 100% B n/a C n/a |
Conditions | Yield |
---|---|
With copper(II) sulfate In tetrahydrofuran; methanol; water for 6h; Heating; | 100% |
With baker's yeast; phosphate buffer In ethanol at 37℃; for 12h; | 98% |
With CuCl*Kieselghur; oxygen In dichloromethane at 20℃; for 0.416667h; | 98% |
Conditions | Yield |
---|---|
With aluminium trichloride; benzyltriphenylphosphonium chlorate In acetonitrile at 20℃; for 3h; | 100% |
With aluminium trichloride; tetramethylammonium chlorochromate In acetonitrile for 0.75h; Heating; | 98% |
With β‐cyclodextrin; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In water; acetone at 20℃; for 1h; | 96% |
2-hydroxy-1,2,3-triphenyl-propan-1-one
A
phenyl benzyl ketone
B
2-hydroxy-2-phenylacetophenone
C
benzaldehyde
Conditions | Yield |
---|---|
With tetra-n-butylammonium cyanide In tetrahydrofuran for 1h; Heating; | A 100% B 38% C 6% |
α-(2-cyanoethyl)benzoin
A
4-oxo-4-phenylbutanenitrile
B
2-hydroxy-2-phenylacetophenone
C
benzaldehyde
Conditions | Yield |
---|---|
With tetra-n-butylammonium cyanide In tetrahydrofuran for 1h; Ambient temperature; | A 100% B 75% C 2% |
Conditions | Yield |
---|---|
With 4-phenyl-2,2,5,5-tetramethyl-3-imidazolin-1-yloxy-3-oxide; 15-crown-5; KCrO5Cl In acetonitrile at 60℃; for 7h; Product distribution; Further Variations:; Reagents; | 100% |
indium(III) chloride In methanol; water for 1.16667h; Heating; | 93% |
With water; sodium acetate; Pyridine hydrobromide In methanol at 20℃; for 24h; Reagent/catalyst; | 9% |
4-chloromethyl-2-phenyl[1,3]dioxolane
benzaldehyde
Conditions | Yield |
---|---|
With 4-phenyl-2,2,5,5-tetramethyl-3-imidazolin-1-yloxy-3-oxide; 15-crown-5; KCrO5Cl In acetonitrile at 60℃; for 7h; Product distribution; Further Variations:; Reagents; | 100% |
Conditions | Yield |
---|---|
With copper(II) bis(trifluoromethanesulfonate) In water at 20℃; for 0.0333333h; | 100% |
In ethanol at 25℃; for 0.5h; | 95% |
With aluminum oxide In diethyl ether at 20℃; | 90% |
Conditions | Yield |
---|---|
With copper(II) bis(trifluoromethanesulfonate) In water at 20℃; for 0.0333333h; | 100% |
In benzene at 20℃; for 16h; Inert atmosphere; | 99% |
In benzene Reflux; | 95% |
2-methyl-1H-indole
benzaldehyde
2-methyl-3-((2-methyl-1H-indol-3-yl)(phenyl)methyl)-1H-indole
Conditions | Yield |
---|---|
With C62H58N8O20Y2Zn2 In ethanol; water for 2h; Friedel-Crafts Alkylation; | 100% |
With tris(hydroxymethyl)methane ammonium hydrogensulphate In neat (no solvent) at 20℃; for 0.0833333h; Green chemistry; | 99% |
With ruthenium trichloride In methanol at 20℃; for 0.05h; | 98% |
N-methyl-N-(pyridin-2-yl)hydrazine
benzaldehyde
(E)-2-benzylidene-1-methyl-1-(pyridin-2-yl)hydrazine
Conditions | Yield |
---|---|
In ethanol for 6h; Reflux; | 100% |
With water |
Conditions | Yield |
---|---|
With UiO-66 metal organic framework nanoparticles In neat (no solvent) at 80℃; for 2h; Friedel-Crafts Alkylation; Sealed tube; Darkness; | 100% |
With pyrrolidine In ethanol for 2h; Reflux; | 94% |
With [1-(3-sulfonic acid)]propyl-3-methylimidazolium hydrogen sulfate at 80℃; for 1h; | 93% |
4-aminourazole
benzaldehyde
4-benzylidenamino-[1,2,4]triazolidine-3,5-dione
Conditions | Yield |
---|---|
In water for 0.5h; Reflux; | 100% |
With water |
Conditions | Yield |
---|---|
at 20℃; for 2h; | 100% |
91% |
Conditions | Yield |
---|---|
Stage #1: cyclohexanone With sodium hydroxide In ethanol; water at 0 - 5℃; Stage #2: benzaldehyde In ethanol; water | 100% |
With CaO modified with benzyl bromide In methanol at 65℃; under 760.051 Torr; for 3h; Reagent/catalyst; Concentration; Temperature; Time; | 95.8% |
With N,N-Dimethyltrimethylsilylamine; magnesium bromide ethyl etherate at 20℃; for 16h; Inert atmosphere; neat (no solvent); | 93% |
Conditions | Yield |
---|---|
With poly(4-vinylpyridine)-supported sulfuric acid In dichloromethane at 20℃; for 0.25h; Green chemistry; chemoselective reaction; | 100% |
With SBA-15-Ph-PrSO3H at 20℃; for 0.0833333h; Green chemistry; | 100% |
With poly(4-vinylpyridinium) perchlorate In neat (no solvent) at 20℃; for 0.0333333h; Time; Green chemistry; chemoselective reaction; | 100% |
ethyl acetoacetate
benzaldehyde
urea
ethyl 6-methyl-4-phenyl-3,4-dihydropyrimidin-2(1H)-one-5-carboxylate
Conditions | Yield |
---|---|
With copper(II) bis(trifluoromethanesulfonate) In ethanol at 100℃; for 1h; Biginelli reaction; Microwave irradiation; Inert atmosphere; | 100% |
With Cl7Fe2(1-)*C6H9N2O2(1+); C8H15N2(1+)*C4H12B(1-) at 80℃; for 2h; Reagent/catalyst; Biginelli Pyrimidone Synthesis; | 99% |
With guanidine In neat (no solvent) at 80℃; for 2h; Biginelli Pyrimidone Synthesis; | 99% |
ethyl acetoacetate
benzaldehyde
Diethyl 2,6-dimethyl-4-phenyl-1,4-dihydropyridine-3,5-dicarboxylate
Conditions | Yield |
---|---|
With ammonia for 3h; Heating; | 100% |
With C23H3BF16N2O; ammonium acetate In toluene at 100℃; for 10h; Hantzsch Dihydropyridine Synthesis; | 100% |
With ammonium carbonate In water at 55 - 60℃; for 3.5h; Hantzsch pyridine synthesis; | 99% |
Conditions | Yield |
---|---|
With aluminum oxide for 5h; Milling; | 100% |
In water at 20℃; for 2h; | 80% |
In dichloromethane for 10h; Reflux; | 70% |
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate at 23℃; for 3h; | 100% |
With lithium tetrafluoroborate at 25℃; for 1h; | 100% |
With lithium bromide at 75 - 80℃; for 0.25h; | 99% |
Conditions | Yield |
---|---|
In toluene for 1h; Ambient temperature; | 100% |
at 26℃; for 24h; | 96% |
With aluminum oxide at 20℃; for 4h; | 95% |
Conditions | Yield |
---|---|
In tetrahydrofuran; hexane at -78 - 20℃; | 100% |
Stage #1: n-butyllithium With mischmetall tribromide In tetrahydrofuran; hexane at -78℃; for 1h; Stage #2: benzaldehyde In tetrahydrofuran; hexane at -78℃; for 3h; Imamoto reaction; | 98% |
In hexane at -78 - 20℃; for 1.16667h; | 95% |
nitromethane
benzaldehyde
2-nitro-1-phenylethan-1-ol
Conditions | Yield |
---|---|
palladium/alumina at 60℃; for 1h; | 100% |
With 1-butyl-4-aza-1-azoniabicyclo[2.2.2]octane hydroxide In neat (no solvent) at 20℃; for 0.166667h; Reagent/catalyst; Henry Nitro Aldol Condensation; Green chemistry; | 99% |
With 1-butyl-4-aza-1-azoniabicyclo[2.2.2]octane hydroxide In neat (no solvent) at 20℃; for 0.166667h; Catalytic behavior; Reagent/catalyst; Henry Nitro Aldol Condensation; Ionic liquid; Green chemistry; | 99% |
Conditions | Yield |
---|---|
With (R)-oxynitrilase (almond meal); citric buffer pH 5.5 In ethyl acetate at 4℃; for 48h; Product distribution; other aldehydes and methyl ketones, also in micro-aqueous phase, var temp. and solvents; | 100% |
With (R)-oxynitrilase (almond meal) In ethyl acetate at 4℃; for 48h; 0.02 M citrate buffer pH 5.5; | 100% |
With (R)-hydroxynitrile lyase In tert-butyl methyl ether; dimethyl sulfoxide at 5℃; for 24h; pH=4; aq. citrate buffer; Enzymatic reaction; optical yield given as %ee; enantioselective reaction; | 100% |
(R,R)-2,3-butandiol
benzaldehyde
4,5-dimethyl-2-phenyl-(2α,4α,5β)-1,3-dioxolane
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In benzene at 100℃; for 3h; Molecular sieve; | 100% |
With trifluoromethanesulfonate; 1-phenyl-1-trimethylsilyloxyethane In dichloromethane at -20℃; for 3h; | 96% |
With toluene-4-sulfonic acid; orthoformic acid triethyl ester at 140℃; for 2h; | 85% |
Conditions | Yield |
---|---|
at 20℃; for 2h; | 100% |
With ethanol; potassium carbonate | |
With aluminum oxide for 2h; Ambient temperature; |
Conditions | Yield |
---|---|
In tetrahydrofuran at 20℃; for 4h; | 100% |
In ethanol for 3h; Reflux; | 100% |
In ethanol | 99% |
4,4'-thiobisaniline
benzaldehyde
N,N'-(thiobis(4,1-phenylene))bis(1-phenyl methanimine)
Conditions | Yield |
---|---|
With piperidine In ethanol | 100% |
With acetic acid In ethanol for 4h; Reflux; | 86% |
With ethanol; zinc(II) chloride |
Conditions | Yield |
---|---|
In acetonitrile at 20℃; for 5h; | 100% |
With silica-bonded N-(propylsulfonyl)piperazine-N-sulfamic acid In toluene for 2.5h; Reflux; | 78% |
Conditions | Yield |
---|---|
In tetrahydrofuran at 0℃; for 2h; Inert atmosphere; | 100% |
In tetrahydrofuran at -10 - 20℃; Schlenk technique; | 95% |
In tetrahydrofuran at -10℃; for 2h; Inert atmosphere; | 93% |
1-propynylmagnesium bromide
benzaldehyde
1-phenylbut-2-yn-1-ol
Conditions | Yield |
---|---|
In tetrahydrofuran | 100% |
In tetrahydrofuran at 0 - 20℃; | 86% |
In tetrahydrofuran at 0 - 20℃; for 2h; Grignard Reaction; Schlenk technique; Inert atmosphere; | 77% |
l-cysteine hydrochloride
benzaldehyde
(4R)-2-phenyl-1,3-thiazolidine-4-carboxylic acid
Conditions | Yield |
---|---|
Stage #1: l-cysteine hydrochloride With sodium hydroxide In water Stage #2: benzaldehyde In ethanol; water at 20℃; for 3h; | 100% |
With potassium acetate In methanol; water at 0 - 25℃; for 6h; | 98% |
Stage #1: l-cysteine hydrochloride With potassium carbonate In water Stage #2: benzaldehyde In methanol; water at 25℃; for 3h; | 98% |
Conditions | Yield |
---|---|
With methylaluminum bis(2,6-di-tert-butylphenoxide) In diethyl ether; toluene at -78℃; for 2h; | 100% |
In diethyl ether at 0 - 20℃; | 87% |
Stage #1: ethylmagnesium bromide; benzaldehyde In tetrahydrofuran at 30℃; for 24h; Inert atmosphere; Stage #2: With water In tetrahydrofuran Inert atmosphere; | 73% |
Conditions | Yield |
---|---|
With acetic acid In 1,2-dichloro-ethane at 20℃; for 24h; Inert atmosphere; | 100% |
With aqueous extract of pericarp of Sapindus trifoliatus fruits at 20℃; for 0.0333333h; | 98% |
sodium hydrogen sulfate; silica gel at 62 - 64℃; for 0.0208333h; microwave irradiation; | 96% |
benzaldehyde
dimedone
3,3,6,6-tetramethyl-9-phenyl-3,4,5,6,7,9-hexahydro-1H-xanthene-1,8-(2H)-dione
Conditions | Yield |
---|---|
With poly[(2-acrylamido-2-methylpropane sulfonic acid)-co-(acrylic acid)-co-(vinyl functionalized halloysite clay)] In water at 20℃; for 3h; | 100% |
With sulfated polyborate catalyst In neat (no solvent) at 100℃; for 0.05h; Catalytic behavior; Temperature; Green chemistry; | 99% |
With acetic acid at 110℃; for 0.25h; Microwave irradiation; | 98% |
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