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Synthetic route

styrene
292638-84-7

styrene

benzaldehyde
100-52-7

benzaldehyde

Conditions
ConditionsYield
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%
stilbene
588-59-0

stilbene

benzaldehyde
100-52-7

benzaldehyde

Conditions
ConditionsYield
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%
Conditions
ConditionsYield
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%
toluene
108-88-3

toluene

benzaldehyde
100-52-7

benzaldehyde

Conditions
ConditionsYield
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%
benzylamine
100-46-9

benzylamine

benzaldehyde
100-52-7

benzaldehyde

Conditions
ConditionsYield
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%
benzyl alcohol
100-51-6

benzyl alcohol

benzaldehyde
100-52-7

benzaldehyde

Conditions
ConditionsYield
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
286-28-2

cyclohexene sulfide

cis-2-methyl-3-phenyloxaziridine
39245-63-1

cis-2-methyl-3-phenyloxaziridine

A

(Z)-azomethane
4143-42-4

(Z)-azomethane

B

N,N'-bis(methyl)sulphur di-imide
13849-02-0, 84878-02-4, 84878-03-5, 84878-04-6

N,N'-bis(methyl)sulphur di-imide

C

benzaldehyde
100-52-7

benzaldehyde

D

cyclohexene
110-83-8

cyclohexene

Conditions
ConditionsYield
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
19202-00-7

(2,3-dihydro-4H-benzo[b][1,4]oxazin-4-yl)(phenyl)methanone

A

1,4-benzoxazine
5735-53-5

1,4-benzoxazine

B

benzaldehyde
100-52-7

benzaldehyde

Conditions
ConditionsYield
With sodium bis(2-methoxyethoxy)aluminium dihydride In ethyl acetate; benzene at -40℃;A 100%
B 100%
2-phenyl-1,3-dioxolane
936-51-6

2-phenyl-1,3-dioxolane

benzaldehyde
100-52-7

benzaldehyde

Conditions
ConditionsYield
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
93-56-1

phenylethane 1,2-diol

4-cyano-N,N-dimethylaniline-N-oxide
62820-00-2

4-cyano-N,N-dimethylaniline-N-oxide

A

formaldehyd
50-00-0

formaldehyd

B

4-cyano-N-methylaniline
4714-62-9

4-cyano-N-methylaniline

C

benzaldehyde
100-52-7

benzaldehyde

D

4-cyano-N,N-dimethylaniline
1197-19-9

4-cyano-N,N-dimethylaniline

Conditions
ConditionsYield
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%
phenylethane 1,2-diol
93-56-1

phenylethane 1,2-diol

benzaldehyde
100-52-7

benzaldehyde

Conditions
ConditionsYield
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%
2-Phenyl-[1,3]dithiane
5425-44-5

2-Phenyl-[1,3]dithiane

benzaldehyde
100-52-7

benzaldehyde

Conditions
ConditionsYield
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%
(E)-1,2-diphenyl-ethene
103-30-0

(E)-1,2-diphenyl-ethene

benzaldehyde
100-52-7

benzaldehyde

Conditions
ConditionsYield
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%
(2-methyl-1-propenyl)-benzene
768-49-0

(2-methyl-1-propenyl)-benzene

benzaldehyde
100-52-7

benzaldehyde

Conditions
ConditionsYield
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
14642-79-6

benzyloxy-trimethylsilane

benzaldehyde
100-52-7

benzaldehyde

Conditions
ConditionsYield
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%
(diethoxymethyl)benzene
774-48-1

(diethoxymethyl)benzene

benzaldehyde
100-52-7

benzaldehyde

Conditions
ConditionsYield
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%
benzaldehyde p-toluenesulfonylhydrazone
1666-17-7

benzaldehyde p-toluenesulfonylhydrazone

benzaldehyde
100-52-7

benzaldehyde

Conditions
ConditionsYield
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%
benzyl nitrite
935-05-7

benzyl nitrite

benzaldehyde
100-52-7

benzaldehyde

Conditions
ConditionsYield
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;
benzaldehyde dimethyl acetal
1125-88-8

benzaldehyde dimethyl acetal

benzaldehyde
100-52-7

benzaldehyde

Conditions
ConditionsYield
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%
benzylidene 1,1-diacetate
581-55-5

benzylidene 1,1-diacetate

benzaldehyde
100-52-7

benzaldehyde

Conditions
ConditionsYield
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%
benzaldehyde dibenzyldithioacetal
5418-20-2

benzaldehyde dibenzyldithioacetal

A

dibenzyl disulphide
150-60-7

dibenzyl disulphide

B

benzaldehyde
100-52-7

benzaldehyde

Conditions
ConditionsYield
With hydrogenchloride; sodium nitrate In tetrachloromethane; water for 5h; Ambient temperature; other reagent;A n/a
B 100%
1-(N,N-dibenzylamino)cyclopropanecarboxylic acid
119111-63-6

1-(N,N-dibenzylamino)cyclopropanecarboxylic acid

A

benzaldehyde
100-52-7

benzaldehyde

B

1-(N-benzylamino)cyclopropanecarboxylic acid hydrochloride
119111-75-0

1-(N-benzylamino)cyclopropanecarboxylic acid hydrochloride

Conditions
ConditionsYield
With pivaloyl chloride In chloroform Ambient temperature;A 100%
B 63%
benzaldehyde semicarbazone
1574-10-3

benzaldehyde semicarbazone

benzaldehyde
100-52-7

benzaldehyde

Conditions
ConditionsYield
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
83080-95-9

1-Acetamido-N-benzyloxy-6,7-dihydro-5H-dibenzazepin

A

benzaldehyde
100-52-7

benzaldehyde

B

1-Acetamido-5H-dibenzazepin-N-oxid
83081-01-0

1-Acetamido-5H-dibenzazepin-N-oxid

C

11-Acetamido-5H-dibenzazepin-N-oxid
83081-02-1

11-Acetamido-5H-dibenzazepin-N-oxid

Conditions
ConditionsYield
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
benzaldehyde phenylhydrazone
588-64-7

benzaldehyde phenylhydrazone

benzaldehyde
100-52-7

benzaldehyde

Conditions
ConditionsYield
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%
tetrahydro-2-(benzyloxy)-2H-pyran
1927-62-4

tetrahydro-2-(benzyloxy)-2H-pyran

benzaldehyde
100-52-7

benzaldehyde

Conditions
ConditionsYield
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
7540-93-4

2-hydroxy-1,2,3-triphenyl-propan-1-one

A

phenyl benzyl ketone
451-40-1

phenyl benzyl ketone

B

2-hydroxy-2-phenylacetophenone
119-53-9

2-hydroxy-2-phenylacetophenone

C

benzaldehyde
100-52-7

benzaldehyde

Conditions
ConditionsYield
With tetra-n-butylammonium cyanide In tetrahydrofuran for 1h; Heating;A 100%
B 38%
C 6%
α-(2-cyanoethyl)benzoin
174869-02-4

α-(2-cyanoethyl)benzoin

A

4-oxo-4-phenylbutanenitrile
5343-98-6

4-oxo-4-phenylbutanenitrile

B

2-hydroxy-2-phenylacetophenone
119-53-9

2-hydroxy-2-phenylacetophenone

C

benzaldehyde
100-52-7

benzaldehyde

Conditions
ConditionsYield
With tetra-n-butylammonium cyanide In tetrahydrofuran for 1h; Ambient temperature;A 100%
B 75%
C 2%
2-phenyl-1,3-dioxane
772-01-0

2-phenyl-1,3-dioxane

benzaldehyde
100-52-7

benzaldehyde

Conditions
ConditionsYield
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
36236-72-3

4-chloromethyl-2-phenyl[1,3]dioxolane

benzaldehyde
100-52-7

benzaldehyde

Conditions
ConditionsYield
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%
piperidine
110-89-4

piperidine

benzaldehyde
100-52-7

benzaldehyde

1,1'-benzylidenedipiperidine
2538-76-3

1,1'-benzylidenedipiperidine

Conditions
ConditionsYield
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%
morpholine
110-91-8

morpholine

benzaldehyde
100-52-7

benzaldehyde

4,4'-(phenylmethylene)bismorpholine
6425-08-7

4,4'-(phenylmethylene)bismorpholine

Conditions
ConditionsYield
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
95-20-5

2-methyl-1H-indole

benzaldehyde
100-52-7

benzaldehyde

2-methyl-3-((2-methyl-1H-indol-3-yl)(phenyl)methyl)-1H-indole
17371-59-4

2-methyl-3-((2-methyl-1H-indol-3-yl)(phenyl)methyl)-1H-indole

Conditions
ConditionsYield
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
4231-74-7

N-methyl-N-(pyridin-2-yl)hydrazine

benzaldehyde
100-52-7

benzaldehyde

(E)-2-benzylidene-1-methyl-1-(pyridin-2-yl)hydrazine
4231-75-8

(E)-2-benzylidene-1-methyl-1-(pyridin-2-yl)hydrazine

Conditions
ConditionsYield
In ethanol for 6h; Reflux;100%
With water
2-oxoindole
59-48-3

2-oxoindole

benzaldehyde
100-52-7

benzaldehyde

3-benzylideneoxindole
3359-49-7, 23772-61-4, 23782-37-8

3-benzylideneoxindole

Conditions
ConditionsYield
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
21531-96-4

4-aminourazole

benzaldehyde
100-52-7

benzaldehyde

4-benzylidenamino-[1,2,4]triazolidine-3,5-dione
4114-10-7

4-benzylidenamino-[1,2,4]triazolidine-3,5-dione

Conditions
ConditionsYield
In water for 0.5h; Reflux;100%
With water
isobutylamine
78-81-9

isobutylamine

benzaldehyde
100-52-7

benzaldehyde

benzylideneisobutylamine
27845-49-4, 6852-57-9

benzylideneisobutylamine

Conditions
ConditionsYield
at 20℃; for 2h;100%
91%
cyclohexanone
108-94-1

cyclohexanone

benzaldehyde
100-52-7

benzaldehyde

2-Benzylidenecyclohexanone
5682-83-7

2-Benzylidenecyclohexanone

Conditions
ConditionsYield
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%
acetic anhydride
108-24-7

acetic anhydride

benzaldehyde
100-52-7

benzaldehyde

benzylidene 1,1-diacetate
581-55-5

benzylidene 1,1-diacetate

Conditions
ConditionsYield
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
141-97-9

ethyl acetoacetate

benzaldehyde
100-52-7

benzaldehyde

urea
57-13-6

urea

ethyl 6-methyl-4-phenyl-3,4-dihydropyrimidin-2(1H)-one-5-carboxylate
123237-03-6, 5395-36-8

ethyl 6-methyl-4-phenyl-3,4-dihydropyrimidin-2(1H)-one-5-carboxylate

Conditions
ConditionsYield
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
141-97-9

ethyl acetoacetate

benzaldehyde
100-52-7

benzaldehyde

Diethyl 2,6-dimethyl-4-phenyl-1,4-dihydropyridine-3,5-dicarboxylate
1165-06-6

Diethyl 2,6-dimethyl-4-phenyl-1,4-dihydropyridine-3,5-dicarboxylate

Conditions
ConditionsYield
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%
1-amino-naphthalene
134-32-7

1-amino-naphthalene

benzaldehyde
100-52-7

benzaldehyde

N-benzylidenenaphthalen-1-amine
890-51-7

N-benzylidenenaphthalen-1-amine

Conditions
ConditionsYield
With aluminum oxide for 5h; Milling;100%
In water at 20℃; for 2h;80%
In dichloromethane for 10h; Reflux;70%
1.3-propanedithiol
109-80-8

1.3-propanedithiol

benzaldehyde
100-52-7

benzaldehyde

2-Phenyl-[1,3]dithiane
5425-44-5

2-Phenyl-[1,3]dithiane

Conditions
ConditionsYield
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%
propylamine
107-10-8

propylamine

benzaldehyde
100-52-7

benzaldehyde

N-benzylidenepropylamine
6852-55-7

N-benzylidenepropylamine

Conditions
ConditionsYield
In toluene for 1h; Ambient temperature;100%
at 26℃; for 24h;96%
With aluminum oxide at 20℃; for 4h;95%
n-butyllithium

n-butyllithium

benzaldehyde
100-52-7

benzaldehyde

1-Phenyl-1-pentanol
583-03-9

1-Phenyl-1-pentanol

Conditions
ConditionsYield
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
75-52-5

nitromethane

benzaldehyde
100-52-7

benzaldehyde

Conditions
ConditionsYield
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%
hydrogen cyanide
74-90-8

hydrogen cyanide

benzaldehyde
100-52-7

benzaldehyde

(R)-Mandelonitrile
10020-96-9

(R)-Mandelonitrile

Conditions
ConditionsYield
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
24347-58-8

(R,R)-2,3-butandiol

benzaldehyde
100-52-7

benzaldehyde

4,5-dimethyl-2-phenyl-(2α,4α,5β)-1,3-dioxolane
75281-80-0

4,5-dimethyl-2-phenyl-(2α,4α,5β)-1,3-dioxolane

Conditions
ConditionsYield
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%
hexan-1-amine
111-26-2

hexan-1-amine

benzaldehyde
100-52-7

benzaldehyde

Conditions
ConditionsYield
at 20℃; for 2h;100%
With ethanol; potassium carbonate
With aluminum oxide for 2h; Ambient temperature;

benzaldehyde
100-52-7

benzaldehyde

t-butyl 3-benzylidenecarbazate
24469-50-9

t-butyl 3-benzylidenecarbazate

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 4h;100%
In ethanol for 3h; Reflux;100%
In ethanol99%
4,4'-thiobisaniline
139-65-1

4,4'-thiobisaniline

benzaldehyde
100-52-7

benzaldehyde

N,N'-(thiobis(4,1-phenylene))bis(1-phenyl methanimine)
3430-68-0

N,N'-(thiobis(4,1-phenylene))bis(1-phenyl methanimine)

Conditions
ConditionsYield
With piperidine In ethanol100%
With acetic acid In ethanol for 4h; Reflux;86%
With ethanol; zinc(II) chloride
phenyl carbamate
64-10-8

phenyl carbamate

benzaldehyde
100-52-7

benzaldehyde

1,1'-(phenylmethylene)bis(3-phenylurea)
40848-82-6

1,1'-(phenylmethylene)bis(3-phenylurea)

Conditions
ConditionsYield
In acetonitrile at 20℃; for 5h;100%
With silica-bonded N-(propylsulfonyl)piperazine-N-sulfamic acid In toluene for 2.5h; Reflux;78%
vinylmagnesium chloride
3536-96-7

vinylmagnesium chloride

benzaldehyde
100-52-7

benzaldehyde

1-Phenyl-2-propen-1-ol
4393-06-0

1-Phenyl-2-propen-1-ol

Conditions
ConditionsYield
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
16466-97-0, 13254-27-8

1-propynylmagnesium bromide

benzaldehyde
100-52-7

benzaldehyde

1-phenylbut-2-yn-1-ol
32398-66-6

1-phenylbut-2-yn-1-ol

Conditions
ConditionsYield
In tetrahydrofuran100%
In tetrahydrofuran at 0 - 20℃;86%
In tetrahydrofuran at 0 - 20℃; for 2h; Grignard Reaction; Schlenk technique; Inert atmosphere;77%
l-cysteine hydrochloride
52-89-1

l-cysteine hydrochloride

benzaldehyde
100-52-7

benzaldehyde

(4R)-2-phenyl-1,3-thiazolidine-4-carboxylic acid
196930-46-8

(4R)-2-phenyl-1,3-thiazolidine-4-carboxylic acid

Conditions
ConditionsYield
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%
ethylmagnesium bromide
925-90-6

ethylmagnesium bromide

benzaldehyde
100-52-7

benzaldehyde

1-Phenyl-1-propanol
93-54-9

1-Phenyl-1-propanol

Conditions
ConditionsYield
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%
benzaldehyde
100-52-7

benzaldehyde

4-chloro-aniline
106-47-8

4-chloro-aniline

N-(4-chlorobenzylidene)aniline
780-21-2

N-(4-chlorobenzylidene)aniline

Conditions
ConditionsYield
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
100-52-7

benzaldehyde

dimedone
126-81-8

dimedone

3,3,6,6-tetramethyl-9-phenyl-3,4,5,6,7,9-hexahydro-1H-xanthene-1,8-(2H)-dione
19744-83-3

3,3,6,6-tetramethyl-9-phenyl-3,4,5,6,7,9-hexahydro-1H-xanthene-1,8-(2H)-dione

Conditions
ConditionsYield
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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