Conditions | Yield |
---|---|
With acetic acid In water at 30℃; Microreactor technology; Continuous flow system; | 99% |
With sodium metabisulfite In water at 20℃; for 0.5h; | |
Stage #1: acetone With sodium hydrogen sulfite In water at 0℃; for 1h; Stage #2: potassium cyanide In water for 14h; |
Conditions | Yield |
---|---|
With sodium hydroxide; sulfuric acid; sodium cyanide In water at 10℃; for 1.5h; pH=7.3; | 95% |
With pyridine | |
With quinoline |
2-amino-2-cyanopropane
A
2-cyano-2-nitropropane
B
1-cyano-1-methylethylnitrate
C
tris-(1-cyano-1-methyl-ethyl)-hydroxylamine
D
2-hydroxy-2-methylpropanenitrile
Conditions | Yield |
---|---|
With perchloric acid; sodium nitrite at 25℃; Product distribution; var. α-aminonitriles; other conditions, also radical scavengers; | A 47.4% B 0.4% C 13.9% D 37.3% |
Conditions | Yield |
---|---|
With sulfuric acid In water at 20℃; | 29% |
Conditions | Yield |
---|---|
With aluminum oxide at 150 - 300℃; Beim Leiten von Aceton-Dampf im den Gemisch; | |
With dipotassium hydrogenphosphate; kieselguhr at 60℃; Beim Leiten von Aceton-Dampf im den Gemisch; |
Conditions | Yield |
---|---|
at 20℃; Kinetics; Verlauf der Reaktion; auch in anderen Loesungsmitteln; | |
at 20℃; Rate constant; und in anderen Loesungsmitteln; |
diethyl ether
hydrogen cyanide
acetone
2-hydroxy-2-methylpropanenitrile
hydrogen cyanide
sodium cyanide
acetone
2-hydroxy-2-methylpropanenitrile
hydrogen cyanide
potassium cyanide
acetone
2-hydroxy-2-methylpropanenitrile
Conditions | Yield |
---|---|
With sulfur dioxide; water | |
With sulfuric acid | |
With ammonium chloride In diethyl ether; water at 0 - 10℃; for 1h; | |
With sulfuric acid at 10 - 15℃; |
Conditions | Yield |
---|---|
With methanol; sulfuric acid | |
Stage #1: acetone With sodium hydrogensulfite In water at 0℃; for 2h; Stage #2: potassium cyanide In water at 20℃; |
Conditions | Yield |
---|---|
With sodium disulfite man gibt nach dem Erkalten eine gesaettigte waessr.Kaliumcyanidloesung hinzu; |
Conditions | Yield |
---|---|
at 20℃; Kinetics; Verlauf der Reaktion; |
Conditions | Yield |
---|---|
With sodium hydrogensulfite |
Conditions | Yield |
---|---|
Stage #1: trimethylsilyl cyanide; acetone With zinc(II) iodide Addition; Stage #2: With hydrogenchloride Substitution; |
(RS)-mandelonitrile
acetone
A
benzaldehyde
B
2-hydroxy-2-methylpropanenitrile
Conditions | Yield |
---|---|
With Amberlite IRA904 OH(1-) In toluene at 25℃; for 5h; Equilibrium constant; |
Conditions | Yield |
---|---|
In dimethylsulfoxide-d6; chloroform-d1 at 25℃; Kinetics; Product distribution; Further Variations:; Solvents; | A n/a B 53 % Spectr. |
2-hydroxy-2-methylpropanenitrile
Conditions | Yield |
---|---|
In water |
sodium cyanide
lithium acetoacetate
A
2-Hydroxy-2-methyl-bernsteinsaeuremonoamid
B
2-hydroxy-2-methylpropanenitrile
C
acetone
Conditions | Yield |
---|---|
With hydrogenchloride In water at 0 - 20℃; for 48h; pH=4.5; |
cyclohexanone
2-hydroxy-2-methylpropanenitrile
1-hydroxy-1-cyclohexanecarbonitrile
Conditions | Yield |
---|---|
With Hevea brasiliensis (S)-hydroxynitrile lyase pH=4.5; aq. buffer; Enzymatic reaction; | 100% |
With titanium(IV) isopropylate; dl-3-(2-hydroxy-1-naphthylidene)-imino-ε-caprolactam (Nap-ACL) In dichloromethane for 3h; Ambient temperature; | 99% |
With ytterbium(III) isopropoxide In tetrahydrofuran for 0.5h; Ambient temperature; | 94% |
phenylacetaldehyde
2-hydroxy-2-methylpropanenitrile
phenyl acetaldehyde cyanohydrin
Conditions | Yield |
---|---|
With potassium carbonate In ethanol for 2h; Ambient temperature; | 100% |
Conditions | Yield |
---|---|
With citrate buffer In di-isopropyl ether for 13h; Ambient temperature; mandelonitrile lyase, pH 5.5; | 100% |
oxynitrilase; | 82% |
undecylaldehyde
2-hydroxy-2-methylpropanenitrile
(RS)-2-hydroxy-dodecanenitrile
Conditions | Yield |
---|---|
With titanium(IV) isopropylate for 21h; Ambient temperature; | 100% |
With triethylamine for 1.5h; Ambient temperature; | 99% |
2-hydroxy-2-methylpropanenitrile
phenyl chloroformate
1-cyano-1-methyl-ethylphenylcarbonate
Conditions | Yield |
---|---|
With pyridine for 0.5h; | 100% |
2-hydroxy-2-methylpropanenitrile
cyclohexanecarbaldehyde
2-cyclohexyl-2-hydroxyacetonitrile
Conditions | Yield |
---|---|
With titanium(IV) isopropylate for 44h; Ambient temperature; | 100% |
With titanium(IV) isopropylate; dl-3-(2-hydroxy-1-naphthylidene)-imino-ε-caprolactam (Nap-ACL) In dichloromethane for 2.5h; Ambient temperature; | 99% |
With ytterbium(III) isopropoxide In tetrahydrofuran for 0.5h; Ambient temperature; | 86% |
3-(4-nitro-phenyl)-6-phenyl-[1,2,4]triazine 4-oxide
2-hydroxy-2-methylpropanenitrile
Conditions | Yield |
---|---|
With triethylamine In dichloromethane for 0.333333h; Heating; | 100% |
2-hydroxy-2-methylpropanenitrile
Conditions | Yield |
---|---|
With triethylamine In dichloromethane for 0.333333h; Heating; | 100% |
(S)-1-phenyl-ethylamine
2-hydroxy-2-methylpropanenitrile
2-methyl-2-(((1S)-1-phenylethyl)amino)propanenitrile
Conditions | Yield |
---|---|
In methanol at 20℃; for 24h; | 100% |
In methanol at 20℃; for 10h; | 47% |
(1-formyl-pentyl)-carbamic acid tert-butyl ester
2-hydroxy-2-methylpropanenitrile
[1-(cyano-hydroxy-methyl)-pentyl]-carbamic acid tert-butyl ester
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 20℃; for 20h; | 100% |
With triethylamine In dichloromethane at 20℃; |
Conditions | Yield |
---|---|
With dmap; triethylamine In tetrahydrofuran at 20℃; for 2h; | 100% |
Androstenedione
2-hydroxy-2-methylpropanenitrile
17β-cyano-17α-hydroxy-4-androsten-3-one
Conditions | Yield |
---|---|
With sodium carbonate In methanol; water at 17 - 40℃; for 29h; pH=8 - 9; | 100% |
With water; sodium carbonate In methanol at 38 - 42℃; for 4h; pH=8 - 9; | 100% |
With methanol; potassium hydroxide at 50℃; for 6h; Autoclave; Large scale; | 95.9% |
(2S)-(7-methyl-4,5,6,7-tetrahydro-2H-indazol-4-yl)propanal
2-hydroxy-2-methylpropanenitrile
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 20℃; Inert atmosphere; | 100% |
2-(4-methoxyphenyl)propionitrile
Conditions | Yield |
---|---|
With 3-[bis-(4-methoxy-phenyl)-phosphanyl]-2H-isoquinolin-1-one; N-{6-[bis-(4-methoxy-phenyl)-phosphanyl]-pyridin-2-yl}-2,2-dimethyl-propionamide; bis(1,5-cyclooctadiene)nickel (0) In toluene at 35℃; for 25h; Inert atmosphere; regioselective reaction; | 100% |
1-ethenyl-4-methylbenzene
2-hydroxy-2-methylpropanenitrile
(+/-)-2-(4'-methylphenyl)-propionitrile
Conditions | Yield |
---|---|
With 3-[bis-(4-methoxy-phenyl)-phosphanyl]-2H-isoquinolin-1-one; N-{6-[bis-(4-methoxy-phenyl)-phosphanyl]-pyridin-2-yl}-2,2-dimethyl-propionamide; bis(1,5-cyclooctadiene)nickel (0) In toluene at 35℃; for 25h; Inert atmosphere; regioselective reaction; | 100% |
para-fluorostyrene
2-hydroxy-2-methylpropanenitrile
4-fluoro-α-methylbenzeneacetonitrile
Conditions | Yield |
---|---|
With 3-[bis-(4-methoxy-phenyl)-phosphanyl]-2H-isoquinolin-1-one; N-{6-[bis-(4-methoxy-phenyl)-phosphanyl]-pyridin-2-yl}-2,2-dimethyl-propionamide; bis(1,5-cyclooctadiene)nickel (0) In toluene at 35℃; for 25h; Inert atmosphere; regioselective reaction; | 100% |
p-acetoxystyrene
2-hydroxy-2-methylpropanenitrile
2-(4-acetoxyphenyl)propanenitrile
Conditions | Yield |
---|---|
With 3-[bis-(4-methoxy-phenyl)-phosphanyl]-2H-isoquinolin-1-one; N-{6-[bis-(4-methoxy-phenyl)-phosphanyl]-pyridin-2-yl}-2,2-dimethyl-propionamide; bis(1,5-cyclooctadiene)nickel (0) In toluene at 35℃; for 40h; Inert atmosphere; regioselective reaction; | 100% |
Conditions | Yield |
---|---|
With 3-[bis-(4-methoxy-phenyl)-phosphanyl]-2H-isoquinolin-1-one; N-{6-[bis-(4-methoxy-phenyl)-phosphanyl]-pyridin-2-yl}-2,2-dimethyl-propionamide; bis(1,5-cyclooctadiene)nickel (0) In toluene at 35℃; for 25h; Inert atmosphere; regioselective reaction; | 100% |
Conditions | Yield |
---|---|
With 3-[bis-(4-methoxy-phenyl)-phosphanyl]-2H-isoquinolin-1-one; N-{6-[bis-(4-methoxy-phenyl)-phosphanyl]-pyridin-2-yl}-2,2-dimethyl-propionamide; bis(1,5-cyclooctadiene)nickel (0) In toluene at 35℃; for 25h; Inert atmosphere; regioselective reaction; | 100% |
2-methyl-2-(morpholin-4-yl)propanenitrile
Conditions | Yield |
---|---|
In acetone at 20℃; for 24h; | 100% |
In acetone at 20℃; for 24h; | 100% |
at 100℃; for 1h; | 76% |
2-(Boc-amino)propionaldehyde
2-hydroxy-2-methylpropanenitrile
C9H16N2O3
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 20℃; for 20h; | 100% |
2-(S)-[N-(tert-butoxycarbonyl)amino]-3-methylbutanal
2-hydroxy-2-methylpropanenitrile
C11H20N2O3
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 20℃; for 20h; | 100% |
2-hydroxy-2-methylpropanenitrile
N-(tert-butoxycarbonyl)-2-aminobutanal
tert-butyl (1-cyano-1-hydroxybutan-2-yl)carbamate
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 20℃; for 20h; | 100% |
tert-butyl (1,1-dideutero-3-oxo-1-(perdeuterocyclobutyl)propan-2-yl)carbamate
2-hydroxy-2-methylpropanenitrile
tert-butyl (1,1-dideutero-3-cyano-3-hydroxy-1-(perdeuterocyclobutyl)propan-2-yl)carbamate
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 20℃; for 15h; | 100% |
2-hydroxy-2-methylpropanenitrile
Conditions | Yield |
---|---|
With triphenyl phosphite; tetrakis(triphenylphosphite)nickel(0) In toluene at 100℃; for 1h; | 100% |
Conditions | Yield |
---|---|
With nickel(II) acetate tetrahydrate; triphenylphosphine; zinc In N,N-dimethyl-formamide at 90℃; for 15h; Reagent/catalyst; Solvent; Autoclave; | 100% |
With nickel(II) chloride hexahydrate; 1,3-bis-(diphenylphosphino)propane; zinc In N,N-dimethyl-formamide at 90℃; under 3750.38 Torr; for 15h; Catalytic behavior; Reagent/catalyst; Solvent; Autoclave; Inert atmosphere; | 94% |
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphite)nickel(0); phosphorous acid trimethyl ester In toluene at 100℃; for 1h; stereoselective reaction; | 100% |
2-hydroxy-2-methylpropanenitrile
2-amino-2-cyanopropane
azobisisobutyronitrile
Conditions | Yield |
---|---|
99.8% |
Conditions | Yield |
---|---|
With potassium permanganate; manganese dioxide; sulfuric acid In water; acetone | 99.5% |
Conditions | Yield |
---|---|
Stage #1: 2-hydroxy-2-methylpropanenitrile With sulfuric acid; water; 1-Nitropropane at 40 - 55℃; for 0.5h; Stage #2: With water; 1-Nitropropane at 130℃; for 1h; Product distribution / selectivity; | 99.2% |
Stage #1: 2-hydroxy-2-methylpropanenitrile With nitromethane; sulfuric acid; water at 40 - 55℃; for 0.25 - 0.5h; Stage #2: With nitromethane; water at 120 - 130℃; for 0.5 - 1h; Product distribution / selectivity; | 98% |
Stage #1: 2-hydroxy-2-methylpropanenitrile With Nitroethane; sulfuric acid; water at 40 - 55℃; for 0.333333h; Stage #2: With Nitroethane; water at 120 - 130℃; for 0.75 - 1h; Product distribution / selectivity; | 98% |
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