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inquiryConditions | Yield |
---|---|
With (1,5-cyclooctadiene)(pyridine)(tricyclohexylphosphine)iridium(I) tetrakis[3,5-bis(trifluoromethyl)phenyl]borate; hydrogen In tetrahydrofuran at 23℃; for 0.5h; | 100% |
With [Os(η(5)-C5,κ-N-Cp(N))(CH3CN)2]PF6 In tetrahydrofuran-d8 at 60℃; for 1.33333h; Inert atmosphere; | 93% |
With {(η6-p-cymene)RuCl2}{[3-(3,5-diaza-1-azonia-7-phosphatricyclo[3.3.1.13,7]decan-1-yl)propyl]silanetriyltrioxy} supported on silica-coated ferrite nanoparticles In water at 150℃; under 5171.62 - 6205.94 Torr; for 14h; Inert atmosphere; Microwave irradiation; | 87% |
Conditions | Yield |
---|---|
With iron(III) chloride; 1,1,1,3',3',3'-hexafluoro-propanol at 20℃; for 20h; Catalytic behavior; Time; Inert atmosphere; | 99% |
With boron trifluoride diethyl etherate In diethyl ether for 4h; Ambient temperature; | 91% |
With dimethyl sulfoxide at 70℃; for 6h; | 90.78% |
Conditions | Yield |
---|---|
With hydrogen; HSA-Rh(I) In water; pentane at 60℃; under 60800 Torr; for 24h; Hydroformylation; | 99% |
With hydrogen; acetylacetonatodicarbonylrhodium(l); bis-2,6-(2,4-dimethylphenyl)-4-phenylphosphabenzene In toluene at 80℃; under 22501.8 Torr; for 4h; | 85% |
With hydrogen at 100℃; under 18751.9 Torr; for 2h; Inert atmosphere; Autoclave; | 70% |
Conditions | Yield |
---|---|
With chloral hydrate In hexane at 25℃; for 1.5h; Inert atmosphere; | 98% |
With tellurium; sodium tetrahydroborate; water 1.) EtOH, 25 deg C, 30 min; Multistep reaction; |
Conditions | Yield |
---|---|
With chromium(VI) oxide; silica gel for 0.05h; microwave irradiation; | 96% |
With diethylammonium chlorochromate; acetic acid In water at 24.84℃; Kinetics; Darkness; | 96% |
In neat (no solvent) at 20℃; for 0.0666667h; Microwave irradiation; | 94% |
Conditions | Yield |
---|---|
96% | |
With hydrogen; tetra-(n-butyl)ammonium iodide In water at 110℃; under 15001.5 Torr; for 24h; chemoselective reaction; | 61% |
With palladium; isopentanoyl chloride at 190 - 200℃; Hydrogenation; |
isovaleraldehyde
Conditions | Yield |
---|---|
With silica gel; copper(II) nitrate In tetrachloromethane for 0.25h; Ambient temperature; | 96% |
Conditions | Yield |
---|---|
With N,N'-dichlorobis(2,4,6-trichlorodiphenyl)urea; water In acetonitrile at 20℃; for 0.416667h; | 96% |
isovaleraldehyde
Conditions | Yield |
---|---|
With 1-benzyl-4-aza-1-azoniabicyclo[2.2.2]octane tribromide In methanol; dichloromethane at 20℃; for 0.133333h; | 95% |
i-Amyl alcohol
A
3-methyltetrahydrofuran
B
Isobutyl iodide
C
isovaleraldehyde
Conditions | Yield |
---|---|
With N-iodo-succinimide In chlorobenzene for 2h; Irradiation; | A 94% B 5% C 1% |
Conditions | Yield |
---|---|
With dimethyl sulfoxide for 0.0347222h; Kornblum oxidation; Microwave irradiation; | 93% |
With air; water; vanadia at 370 - 400℃; Reagens 4: Bimsstein; |
2-(2-methylpropyl)-1,3-dithiane
isovaleraldehyde
Conditions | Yield |
---|---|
With silica gel; copper(II) nitrate In tetrachloromethane for 0.416667h; Ambient temperature; | 93% |
isovaleraldehyde
Conditions | Yield |
---|---|
With 9-borabicyclo[3.3.1]nonane dimer In tetrahydrofuran for 1h; Ambient temperature; | 92% |
Conditions | Yield |
---|---|
Stage #1: 3-Methylbutenoic acid With triethylsilane; decacarbonyldirhenium(0) In diethyl ether at 20℃; for 9h; Inert atmosphere; Schlenk technique; UV-irradiation; Stage #2: With hydrogenchloride; water In diethyl ether at 20℃; for 3h; Inert atmosphere; Schlenk technique; | 91% |
Conditions | Yield |
---|---|
With water; N-bromobis(p-toluenesulfonyl)amine for 0.0416667h; Microwave irradiation; | 90% |
Conditions | Yield |
---|---|
With 9-borabicyclo[3.3.1]nonane dimer; lithium dihydrido borata-bicyclo[3.3.0]nonane In tetrahydrofuran for 1h; Ambient temperature; | 89% |
With zinc at 250℃; | |
With calcium carbonate at 450 - 500℃; |
Conditions | Yield |
---|---|
With 9-borabicyclo[3.3.1]nonane dimer In tetrahydrofuran for 1h; Ambient temperature; | 88% |
Conditions | Yield |
---|---|
In hexane for 0.166667h; Ambient temperature; | 77% |
isovaleraldehyde phenylhydrazone
isovaleraldehyde
Conditions | Yield |
---|---|
With phosphoric acid for 0.00333333h; microwave irradiation; | 74% |
Conditions | Yield |
---|---|
In water pH=7; Neutral conditions; Photolysis; Inert atmosphere; Cooling with ice; | 73% |
With sodium hydroxide; N-bromoacetamide at 35℃; Rate constant; | 43% |
With dipotassium peroxodisulfate; silver nitrate In water at 33℃; Rate constant; Thermodynamic data; Mechanism; ΔE(activ.); ΔH(activ.); ΔS(activ.); |
isovaleraldehyde
Conditions | Yield |
---|---|
With phosphoric acid for 0.00416667h; microwave irradiation; | 70% |
isovaleraldehyde
Conditions | Yield |
---|---|
With phosphoric acid for 0.00277778h; microwave irradiation; | 69% |
Conditions | Yield |
---|---|
With lithium-tris(diethylamino)hydridoaluminate In tetrahydrofuran at -78℃; for 3h; Reduction; | 64% |
With sodium tris(diethylamino)aluminum hydride In tetrahydrofuran; dodecane at -78℃; for 8h; | 62% |
2-isopropyloxirane
trimethylsilylmethyllithium
B
4-methyl-pent-1-en-3-ol
C
trans-(4-Methyl-2-pentenyl)trimethylsilane
D
isovaleraldehyde
Conditions | Yield |
---|---|
With 2,2,6,6-tetramethylpiperidinyl-lithium In diethyl ether; hexane at 0 - 20℃; for 2h; Product distribution; Further Variations:; Solvents; | A 9% B 5% C 63% D 13% |
Conditions | Yield |
---|---|
In toluene | A 60% B n/a |
formaldehyd
isobutene
A
4-methyl-3,6-dihydro-2H-pyran
B
4-methyl-3,4-dihydro-2H-pyran
C
3-methyl-butane-1,3-diol
D
methylcyclopentadiene
E
3,4,4-trimethylcyclohexene
F
isovaleraldehyde
G
isoprene
Conditions | Yield |
---|---|
With niobium phosphate at 299.84℃; for 3.33333h; Temperature; | A n/a B n/a C n/a D n/a E n/a F n/a G 57% |
Conditions | Yield |
---|---|
Stage #1: With dimethyl sulfoxide In tetrahydrofuran at -30℃; for 0.5h; Swern oxidation; Stage #2: 2-methyl-propan-1-ol With triethylamine In tetrahydrofuran at -30 - 20℃; Swern oxidation; | 40% |
Conditions | Yield |
---|---|
With rhodium(III) iodide; hydrogen In tetrahydrofuran at 150℃; under 45004.5 Torr; for 3h; Autoclave; Inert atmosphere; | A 40% B 29% |
With 2-iodo-propane; rhodium(III) iodide; hydrogen In tetrahydrofuran at 150℃; under 45004.5 Torr; for 3h; Reagent/catalyst; Autoclave; Inert atmosphere; | A 24% B 36% |
1-butylene
(Z)-2-Butene
trans-2-Butene
Isobutane
carbon monoxide
n-butane
A
pentanal
B
isovaleraldehyde
Conditions | Yield |
---|---|
Stage #1: carbon monoxide With hydrogen; acetylacetonatodicarbonylrhodium(l); C56H44N4O2P2 In toluene at 90℃; under 7500.75 Torr; for 1h; Stage #2: 1-butylene; (Z)-2-Butene; trans-2-Butene; Isobutane; n-butane In toluene at 90℃; under 12751.3 Torr; for 4h; Product distribution / selectivity; | A 34% B n/a |
Stage #1: carbon monoxide With hydrogen; acetylacetonatodicarbonylrhodium(l); C54H52N4O2P2 In toluene at 90℃; under 7500.75 Torr; for 1h; Stage #2: 1-butylene; (Z)-2-Butene; trans-2-Butene; Isobutane; n-butane In toluene at 90℃; under 12751.3 Torr; for 4h; Product distribution / selectivity; | A 28% B n/a |
Stage #1: carbon monoxide With hydrogen; acetylacetonatodicarbonylrhodium(l); [5-bis(3-methylindol-1-yl)phosphanyloxy-2,7-di-tert-butyl-9,9-dimethyl-xanthen-4-yl]oxy-bis(3-methylindol-1-yl)phosphane In toluene at 90℃; under 7500.75 Torr; for 1h; Stage #2: 1-butylene; (Z)-2-Butene; trans-2-Butene; Isobutane; n-butane In toluene at 90℃; under 12751.3 Torr; for 4h; Product distribution / selectivity; | A 37 %Chromat. B n/a |
Conditions | Yield |
---|---|
With [Ru(η(5)-C5,κ-N-Cp(N))(CH3CN)2]PF6 In tetrahydrofuran-d8 at 60℃; for 5.33333h; Inert atmosphere; | A 31% B 16% |
isovaleraldehyde
malonic acid dimethyl ester
dimethyl 2-(3-methylbutylidene)malonate
Conditions | Yield |
---|---|
With chromatorex NH In toluene at 70℃; Reagent/catalyst; Temperature; Knoevenagel Condensation; Flow reactor; Molecular sieve; | 100% |
With L-proline In dimethyl sulfoxide at 20℃; Reagent/catalyst; Knoevenagel Condensation; | 97% |
With rac-Pro-OH In dimethyl sulfoxide at 20℃; for 16h; Knoevenagel condensation; | 92% |
diethoxyphosphoryl-acetic acid ethyl ester
isovaleraldehyde
ethyl (E)-5-methylhex-2-enoate
Conditions | Yield |
---|---|
Stage #1: diethoxyphosphoryl-acetic acid ethyl ester With sodium hydride In 1,2-dimethoxyethane at 0℃; for 0.416667h; Stage #2: isovaleraldehyde In 1,2-dimethoxyethane for 16h; Horner-Emmons homologation; Heating; | 100% |
With n-butyllithium In tetrahydrofuran; hexane at 0℃; for 6h; Wadsworth-Honer-Emmons olefination; | 95% |
With sodium hydride In tetrahydrofuran | 90% |
N-(1-benzylpropyl)-2<(tributylstannyl)methyl>propenamide
isovaleraldehyde
4-Hydroxy-6-methyl-2-methylene-heptanoic acid ((S)-1-benzyl-propyl)-amide
Conditions | Yield |
---|---|
With titanium tetrachloride In dichloromethane at -78 - 0℃; for 6h; | 100% |
Conditions | Yield |
---|---|
In toluene at 50℃; for 1h; | 100% |
In ethanol for 3h; Heating; | 81% |
5-Trimethylsilanyl-4-trimethylsilanylmethyl-pent-3-enylamine
isovaleraldehyde
[3-Methyl-but-(E)-ylidene]-(5-trimethylsilanyl-4-trimethylsilanylmethyl-pent-3-enyl)-amine
Conditions | Yield |
---|---|
With 4 A molecular sieve In tetrahydrofuran Ambient temperature; | 100% |
(S)-1-amino-2-(methoxymethyl)pyrrolidine
isovaleraldehyde
((S)-2-Methoxymethyl-pyrrolidin-1-yl)-[3-methyl-but-(E)-ylidene]-amine
Conditions | Yield |
---|---|
at 20℃; | 100% |
isovaleraldehyde
Conditions | Yield |
---|---|
Stage #1: 3,6-dibromo-8-methoxyimidazo[1,2-a]pyrazine In tetrahydrofuran; hexane at -75℃; for 0.25h; Metallation; Stage #2: isovaleraldehyde In tetrahydrofuran; hexane at -75℃; for 0.25h; Addition; | 100% |
(S)-tryptophan methyl ester hydrochloride
isovaleraldehyde
Conditions | Yield |
---|---|
In toluene for 15h; Pictet-Spengler reaction; Heating; | 100% |
(R)-(+)-tryptophan methyl ester hydrochloride
isovaleraldehyde
Conditions | Yield |
---|---|
In toluene for 15h; Pictet-Spengler reaction; Heating; | 100% |
3-Methylbutenoic acid
tert-butylisonitrile
isovaleraldehyde
Conditions | Yield |
---|---|
In water for 0.5h; Passerini reaction; Sonication; Cooling with ice; | 100% |
In water at 25℃; Kinetics; Further Variations:; Solvents; Reagents; Passerini reaction; | 95% |
In water at 20℃; Passerini reaction; | 86% |
In dichloromethane at 25℃; for 18h; Kinetics; Product distribution; Further Variations:; Solvents; Passerini reaction; | 45% |
Conditions | Yield |
---|---|
With iron(III) chloride | 100% |
isovaleraldehyde
5-methyl-1-triisopropylsilanyl-hex-1-yn-3-ol
Conditions | Yield |
---|---|
With n-butyllithium In tetrahydrofuran at -78℃; | 100% |
Conditions | Yield |
---|---|
With magnesium sulfate In benzene at 0℃; for 2h; | 100% |
Conditions | Yield |
---|---|
With ammonium formate; palladium on activated charcoal In water; isopropyl alcohol at 20℃; for 0.166667h; | 100% |
With formic acid; Au/TiO2-R In water at 80℃; under 760.051 Torr; for 9h; Inert atmosphere; Green chemistry; chemoselective reaction; | 85% |
Stage #1: nitrobenzene With borane-ammonia complex; Pd/Fe3O4/Pt(111) In methanol at 20℃; under 2068.65 Torr; Flow reactor; Stage #2: isovaleraldehyde With acetic acid In methanol Flow reactor; Stage #3: With borane-ammonia complex In methanol Catalytic behavior; Flow reactor; | 85% |
Stage #1: nitrobenzene With hydrogen In methanol at 20℃; under 760.051 Torr; for 5.5h; Stage #2: isovaleraldehyde With hydrogen In methanol at 20℃; under 760.051 Torr; for 5h; | 75% |
With 5% Au/Fe2O3; hydrogen In toluene at 120℃; under 15001.5 Torr; for 6h; Autoclave; | 58% |
O-benzylhydoxylamine hydrochloride
isovaleraldehyde
3-methylbutyraldehyde O-benzyl-oxime
Conditions | Yield |
---|---|
With pyridine at 80℃; for 2h; Inert atmosphere; | 100% |
With pyridine In ethanol at 20℃; for 4h; | 86% |
In pyridine at 80℃; for 2h; | |
With sodium acetate In methanol; water at 21 - 24℃; for 2h; |
Conditions | Yield |
---|---|
addn. of tributyltin alkoxide to aldehyde; | 100% |
addn. of tributyltin alkoxide to aldehyde; | 100% |
Conditions | Yield |
---|---|
With : H-D-Pro-Pro-Glu supported on polyethyleneglycol-polystyrene (TentaGel resin) In chloroform; isopropyl alcohol at -15℃; for 72h; optical yield given as %ee; enantioselective reaction; | 100% |
With 4-methyl-morpholine; C16H26N4O5 In neat (no solvent) at 20℃; for 72h; stereoselective reaction; | 96% |
With 4-methyl-morpholine; H-D-Pro-L-Pro-L-Glu-NH2*TFA In chloroform; isopropyl alcohol at 20℃; for 48h; optical yield given as %ee; stereoselective reaction; | 93% |
phlorisobutyrophenone
5-hydroxy-2,2,6,6-tetramethyl-cyclohex-4-ene-1,3-dione
isovaleraldehyde
5-hydroxy-2,2,6,6-tetramethyl-4-(3-methyl-1-(2,4,6-trihydroxy-3-isobutyrylphenyl)butyl)cyclohex-4-ene-1,3-dione
Conditions | Yield |
---|---|
Stage #1: 5-hydroxy-2,2,6,6-tetramethyl-cyclohex-4-ene-1,3-dione; isovaleraldehyde With piperidine In dichloromethane at 20℃; for 0.25h; Mannich reaction; Stage #2: With hydrogenchloride; ammonium chloride In water Stage #3: phlorisobutyrophenone With sodium hydride In tetrahydrofuran at 20℃; for 3h; Friedel Crafts alkylation; | 100% |
3-Methylbutenoic acid
p-chlorobenzylisocyanide
isovaleraldehyde
C18H25ClN2O2
Conditions | Yield |
---|---|
With ammonia In methanol; water at 130℃; for 1.5h; Ugi reaction; Microwave irradiation; microwave tube; | 100% |
4-(difluoromethyl)bicyclo[2.2.2]octan-1-amine
isovaleraldehyde
4-(difluoromethyl)-N-isopentylbicyclo[2.2.2]octan-1-amine
Conditions | Yield |
---|---|
With sodium tris(acetoxy)borohydride In 1,2-dichloro-ethane for 2h; | 100% |
Conditions | Yield |
---|---|
With magnesium sulfate In dichloromethane at 20℃; Inert atmosphere; | 100% |
2,2-dimethyl-3-butyne
isovaleraldehyde
(±)-2,7,7-trimethyloct-5-yn-4-ol
Conditions | Yield |
---|---|
Stage #1: 3,3-Dimethylbut-1-yne With n-butyllithium In tetrahydrofuran at -78℃; for 0.5h; Inert atmosphere; Stage #2: isovaleraldehyde In tetrahydrofuran at -78 - 20℃; for 1.5h; Inert atmosphere; | 100% |
Stage #1: 3,3-Dimethylbut-1-yne With n-butyllithium In tetrahydrofuran at -78 - 0℃; for 0.583333h; Inert atmosphere; Stage #2: isovaleraldehyde In tetrahydrofuran at -78 - 0℃; Inert atmosphere; |
(2S)-2-{diphenyl[(trimethylsilyl)oxy]methyl}pyrrolidine
(2-nitroethenyl)benzene
isovaleraldehyde
Conditions | Yield |
---|---|
With acetic acid In toluene at 25℃; | 100% |
isovaleraldehyde
4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane
2-(isopentyloxy)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
Conditions | Yield |
---|---|
With [HC(CMeN(2,6-(isopropyl)2C6H3)2)]Al(hydride)(triflate) In benzene-d6 at 20℃; for 1h; Inert atmosphere; Sealed tube; | 100% |
With catalyst:C4H9Mg(2,6-iPr2C6H3NCCH3)CH In benzene-d6 pinacolborane reacted with aldehyde in C6D6 at 25°C catalized by nBuMg(2,6-iPrC6H3NCCH3)2CH 0.1-0.5 mol% for <0.5 h; | |
With 2-H-1,3-di-tert-butyl-2,3-dihydro-1H-1,3,2-diazaphosphole In [D3]acetonitrile at 20℃; for 9h; Catalytic behavior; Inert atmosphere; Sealed tube; | 88 %Spectr. |
Conditions | Yield |
---|---|
With sodium tetrahydroborate In ethanol for 24h; | 100% |
Conditions | Yield |
---|---|
With sodium tetrahydroborate In ethanol for 24h; | 100% |
Conditions | Yield |
---|---|
With sodium tetrahydroborate In ethanol for 24h; | 100% |
Conditions | Yield |
---|---|
With sodium tetrahydroborate In ethanol for 24h; | 100% |
Conditions | Yield |
---|---|
With sodium tetrahydroborate In ethanol for 24h; | 100% |
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