Conditions | Yield |
---|---|
With 5 wt% Pd nanoparticles loaded on phosphate anion exchanged [Mg6Al2(OH)16]CO3*xH2O; air at 50℃; under 760.051 Torr; for 6h; Reagent/catalyst; Irradiation; | 100% |
With acetone; dihydridotetrakis(triphenylphosphine)ruthenium In toluene at 180℃; for 3h; | 88 % Chromat. |
Conditions | Yield |
---|---|
With 5% active carbon-supported ruthenium; isopropyl alcohol at 160℃; for 0.416667h; Reagent/catalyst; Temperature; Microwave irradiation; | 100% |
With hydrogen In 1,4-dioxane at 180℃; under 37503.8 Torr; for 3h; Reagent/catalyst; Solvent; Autoclave; |
Conditions | Yield |
---|---|
With hydrogen; Cu-based catalyst at 210℃; Product distribution; Further Variations:; Temperatures; reaction in vapour phase, fixed bed reactor, coupled dehydrogenation reactions of title comp. and INO 160; | A 96.5% B 99.4% |
Conditions | Yield |
---|---|
With oxone; silica gel In dichloromethane at 20℃; for 1h; Baeyer-Villiger oxidation; | 99% |
With acyltransferase from Mycobacterium smegmatis; dihydrogen peroxide; ethyl acetate In water at 35℃; for 2h; Baeyer-Villiger Ketone Oxidation; Enzymatic reaction; | 99% |
With 2,2,2-trifluoroethanol; dihydrogen peroxide for 24h; Ambient temperature; | 98% |
Conditions | Yield |
---|---|
With C16H25N3O2S In n-heptane for 3h; Reflux; Molecular sieve; Inert atmosphere; | 99% |
With C16H25N3O2S In n-heptane for 48h; Reflux; Molecular sieve; | 99% |
In hexane at 26℃; porcine pancreatic lipase (PPL); | |
With porcine pancreatic lipase (E.(1)C313) In diethyl ether at 26℃; Yield given; |
Conditions | Yield |
---|---|
With hydrogen In methanol under 26252.6 Torr; for 2h; Reagent/catalyst; Autoclave; | 99% |
With 0.5% palladium on silica gel; hydrogen In methanol at 80℃; under 26252.6 Torr; Catalytic behavior; Kinetics; Reagent/catalyst; Autoclave; | 92.6% |
With Ni#NiO; hydrogen In ethanol at 80℃; under 22502.3 Torr; for 1h; Reagent/catalyst; Autoclave; | 86.6% |
maleic acid
A
tetrahydrofuran
B
4-butanolide
C
Butane-1,4-diol
D
succinic acid
E
acetic acid
Conditions | Yield |
---|---|
With hydrogen; 0.5 percent Pd on Rutile TiO2 at 110℃; Product distribution / selectivity; | A 0.37% B 0.28% C 0.37% D 98.89% E 0.08% |
Conditions | Yield |
---|---|
With hydrogen; Cu-based catalyst at 190℃; Product distribution; Further Variations:; Temperatures; reaction in vapour phase, fixed bed reactor; | A 98.8% B 0.8% |
maleic acid
A
tetrahydrofuran
B
4-butanolide
C
methanol
D
Butane-1,4-diol
E
malic acid
F
succinic acid
G
acetic acid
H
butan-1-ol
Conditions | Yield |
---|---|
With hydrogen; 0.5percent Pd on Rutile TiO2 at 110℃; Product distribution / selectivity; | A 0.45% B 0.06% C 0% D 0.21% E 0.36% F 98.73% G 0.04% H 0.08% |
maleic acid
A
tetrahydrofuran
B
4-butanolide
C
Butane-1,4-diol
D
4-hydroxybutanoic acid
E
succinic acid
F
acetic acid
G
butan-1-ol
Conditions | Yield |
---|---|
With hydrogen; 0.5percent Pd on Rutile TiO2 at 110℃; Product distribution / selectivity; | A 0.77% B 0.38% C 0.24% D 0.05% E 98.28% F 0.02% G 0.26% |
Conditions | Yield |
---|---|
With trans-{dioxoruthenium(VI)(N,N'-dimethyl-N,N'-bis(2-pyridylmethyl)propylenediamine)}(perchlorate)2 In acetonitrile at 25℃; for 1h; | 98% |
Stage #1: tetrahydrofuran With bromine In dichloromethane; water for 1h; Reflux; Stage #2: With dihydrogen peroxide In dichloromethane; water for 1h; Reflux; | 98% |
With manganese (VII)-oxide In tetrachloromethane; acetone at -45℃; | 86% |
Conditions | Yield |
---|---|
With phosphoric acid tributyl ester at 119.84℃; under 9375.94 Torr; for 8h; Catalytic behavior; Reagent/catalyst; Autoclave; | 98% |
With Cu-Al hydrotalcite In 1,4-dioxane at 220℃; under 12001.2 Torr; for 0.045h; | 98% |
With Hoveyda-Grubbs catalyst second generation; potassium hydroxide; tricyclohexylphosphine In toluene at 110℃; for 24h; Reagent/catalyst; Schlenk technique; Inert atmosphere; | 98% |
dimethyl cis-but-2-ene-1,4-dioate
A
tetrahydrofuran
B
2-methoxytetrahydrofuran
C
4-butanolide
D
propan-1-ol
E
2-(4'-hydroxybutoxy)-tetrahydrofuran
F
Butane-1,4-diol
G
butan-1-ol
Conditions | Yield |
---|---|
With hydrogen; copper catalyst, T 4489, Sud-Chemie AG, Munich at 150 - 280℃; under 187519 Torr; Neat liquid(s) and gas(es)/vapour(s); | A 1% B n/a C 0.4% D n/a E n/a F 98% G 0.5% |
5-Chloro-dihydro-2(3H)-furanone
4-butanolide
Conditions | Yield |
---|---|
With palladium on activated carbon; hydrogen at 200℃; under 760.051 Torr; for 149h; Temperature; Reagent/catalyst; | 97.98% |
4-(tert-butyldimethylsilyl)but-3-yn-1-ol
4-butanolide
Conditions | Yield |
---|---|
With 8-isopropyl-quinoline-N-oxide; [Au(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene)(NTf2)] In fluorobenzene; 1,2-dichloro-ethane at 60℃; for 5h; | 96% |
Conditions | Yield |
---|---|
With hydrogen In 1,4-dioxane at 159.84℃; under 37503.8 Torr; Reagent/catalyst; Autoclave; | 95.94% |
at 275℃; under 51485.6 Torr; Hydrogenation.an einen Nickel-Chrom-Molybdaen-Katalysator; | |
With cobalt at 200℃; under 102971 Torr; Hydrogenation; |
Conditions | Yield |
---|---|
With DMBI In tetrahydrofuran for 4h; Heating; | 95% |
With nickel In tetrahydrofuran at 20℃; for 0.75h; | 95% |
With triethyl borane; tri-n-butyl-tin hydride In hexane; toluene at -78℃; for 0.5h; | 90% |
Conditions | Yield |
---|---|
With C36H54IrN2P2(1+)*C24H20B(1-); hydrogen; sodium hydride In toluene at 180℃; under 7500.75 - 45004.5 Torr; for 18h; Reagent/catalyst; Temperature; Pressure; Autoclave; Sealed tube; | A 5% B 95% |
Stage #1: succinic acid In 1,4-dioxane at 500℃; for 4h; Stage #2: With hydrogen In 1,4-dioxane at 200℃; under 60006 Torr; for 5h; Catalytic behavior; Reagent/catalyst; | A n/a B 64.7% |
With hydrogen In water at 130℃; under 37503.8 Torr; for 12h; Pressure; Reagent/catalyst; Temperature; Autoclave; | A 34% B 23% |
4-Aminobutanol
4-butanolide
Conditions | Yield |
---|---|
With hydrogenchloride; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; laccase from Trametes versicolor In water for 15h; pH=5.5; Enzymatic reaction; chemoselective reaction; | 95% |
Conditions | Yield |
---|---|
With benzeneseleninic acid In dichloromethane for 1.75h; | 91% |
Butane-1,4-diol
ethyl (triphenylphosphoranylidene)acetate
A
(Z)-6-hydroxy-hex-2-enoic acid ethyl ester
B
4-butanolide
C
octa-2,6-dienedioic acid diethyl ester
D
(E)-6-hydroxy-hex-2-enoic acid ethyl ester
Conditions | Yield |
---|---|
With manganese(IV) oxide In dichloromethane at 20℃; for 48h; Wittig olefination; | A 5% B n/a C n/a D 91% |
maleic acid
A
tetrahydrofuran
B
4-butanolide
C
Butane-1,4-diol
D
4-hydroxybutanoic acid
E
malic acid
F
succinic acid
G
acetic acid
Conditions | Yield |
---|---|
With hydrogen; 0.5percent Pd/2.0percent Re on Rutile TiO2 at 110℃; Product distribution / selectivity; | A 1.27% B 4.78% C 1.55% D 1.24% E 0.48% F 90.6% G 0.08% |
Conditions | Yield |
---|---|
With hydrogen In 1,4-dioxane at 199.84℃; under 37503.8 Torr; for 5h; Catalytic behavior; Activation energy; Temperature; | 90.1% |
With lithium borohydride In tetrahydrofuran for 0.25h; | 68% |
With lithium borohydride In tetrahydrofuran at 25℃; for 0.25h; Mechanism; other cyclic anhydrides; | 68% |
Conditions | Yield |
---|---|
With sulfuric acid In chloroform at 60℃; for 1h; pH=0.5; pH-value; Solvent; Temperature; | 90% |
bei der Destillation; | |
With hydrogenchloride In ethanol at 25℃; Rate constant; | |
With cis-nitrous acid at 25℃; Rate constant; | |
With hydrogenchloride at 35℃; Equilibrium constant; Further Variations:; Temperatures; |
Conditions | Yield |
---|---|
With 5% active carbon-supported ruthenium; hydrogen at 150℃; under 26252.6 Torr; | 90% |
With butanediamide; hydrogen In Triethylene glycol dimethyl ether at 205℃; under 6750.68 Torr; for 2h; Reagent/catalyst; Autoclave; | 30% |
With D-glucose; hydrogen In Triethylene glycol dimethyl ether at 205℃; under 6750.68 Torr; for 2h; Autoclave; | 27.5% |
1,4-butenediol
4-butanolide
Conditions | Yield |
---|---|
With [RuCl2(PPh3)2(2-PyCH21,3,5-triaza-7-phosphadamantane)].Br; potassium hydroxide In water for 48h; Reagent/catalyst; Schlenk technique; Reflux; Inert atmosphere; Green chemistry; | 90% |
With potassium hydroxide; tricyclohexylphosphine In toluene at 110℃; for 24h; Schlenk technique; |
Conditions | Yield |
---|---|
With hydrogen In 1,4-dioxane at 159.84℃; under 37503.8 Torr; Reagent/catalyst; Autoclave; | A 89.9% B 6.83% |
Conditions | Yield |
---|---|
With ; water In 1,2-dimethoxyethane at 140℃; for 24h; | 89% |
succinic acid
A
tetrahydrofuran
B
4-butanolide
C
Butane-1,4-diol
D
butan-1-ol
Conditions | Yield |
---|---|
With hydrogen In 1,4-dioxane at 139.84℃; under 60006 Torr; for 96h; Catalytic behavior; Reagent/catalyst; Time; Temperature; Autoclave; Overall yield = 100 %; | A 0.2% B 3.1% C 89% D 7.6% |
With hydrogen; 1.0percent Pd/ 3.0percent Re on Rutile TiO2 at 164 - 185℃; for 21 - 237h; Product distribution / selectivity; | A 2.95% B 0% C 81.5% D 3.35% |
With hydrogen; 0percent Pd/5.0percent Re on Rutile TiO2 at 170 - 185℃; for 90 - 825h; Product distribution / selectivity; | A 3.38% B 0% C 64.14% D 2.86% |
A
4-butanolide
Conditions | Yield |
---|---|
In ethanol at 78℃; for 4h; | A n/a B 89% |
Conditions | Yield |
---|---|
With bis(trifluoromethane)sulfonimide lithium In chloroform at 85℃; for 40h; | 100% |
Stage #1: benzylamine With diisobutylaluminium hydride In tetrahydrofuran; toluene Stage #2: 4-butanolide In tetrahydrofuran at 20℃; for 0.5h; | 98% |
In benzene for 12h; Reflux; | 98% |
Conditions | Yield |
---|---|
With triethylamine Inert atmosphere; Reflux; | 100% |
With triethylamine for 16h; Reflux; | 94% |
In benzene for 3h; Heating; | 90% |
Conditions | Yield |
---|---|
With bis(trifluoromethane)sulfonimide lithium In chloroform at 85℃; for 40h; | 100% |
In acetonitrile at 30℃; under 6750540 Torr; for 96h; | 99% |
In acetonitrile at 30℃; under 6750540 Torr; for 168h; | 99% |
4-butanolide
(2S,5S)-2,5-dimethylpyrrolidine
(2S,5S)-1-(4-hydroxybutanoyl)-2,5-dimethylpyrrolidine
Conditions | Yield |
---|---|
With triethylamine for 12h; Heating; | 100% |
With triethylamine for 48h; Heating; | 96% |
Conditions | Yield |
---|---|
In acetonitrile at 30℃; under 6750540 Torr; for 96h; | 100% |
Stage #1: diethylamine With diisobutylaluminium hydride In tetrahydrofuran; toluene Stage #2: 4-butanolide In tetrahydrofuran at 45℃; for 2h; | 72% |
4-butanolide
formic acid ethyl ester
sodium salt of (Z)-3-(hydroxymethylene)dihydro-2(3H)-furanone
Conditions | Yield |
---|---|
With sodium hydride | 100% |
With sodium In diethyl ether at -20 - -15℃; for 5h; |
4-butanolide
formic acid ethyl ester
sodium salt of (E)-3-(hydroxymethylene)dihydro-2(3H)-furanone
Conditions | Yield |
---|---|
With sodium hydride | 100% |
With ethanol; sodium hydride In 1,2-dimethoxyethane at 40℃; for 22h; cross-Claisen acylation; | 97% |
With sodium methylate In diethyl ether for 12h; | 69% |
With sodium hydroxide In 1,2-dimethoxyethane at 60℃; for 16h; | 66% |
Conditions | Yield |
---|---|
With sodium aluminum tetrahydride In tetrahydrofuran at 0℃; for 0.0833333h; | 100% |
With C31H33ClN2O3RuS; potassium tert-butylate; hydrogen In isopropyl alcohol at 60℃; under 37503.8 Torr; for 48h; Inert atmosphere; | 100% |
With C39H39N6ORu(1+)*Br(1-); potassium methanolate; hydrogen In tetrahydrofuran at 100℃; under 37503.8 Torr; for 16h; Reagent/catalyst; | 100% |
4-butanolide
4-iodobutanoate de trimethylsilyle
Conditions | Yield |
---|---|
With trimethylsilyl iodide; iodine In chloroform-d1 for 1h; Ambient temperature; | 100% |
Conditions | Yield |
---|---|
With water; sodium hydroxide at 20℃; Inert atmosphere; | 100% |
With ethanol; sodium hydroxide at 20℃; for 2h; | 95% |
With sodium hydroxide at 45 - 60℃; for 12h; | 95% |
4-butanolide
iodosilyl 4-iodobutyrate
Conditions | Yield |
---|---|
With diiodosilane; iodine In chloroform-d1 at 50℃; for 0.166667h; | 100% |
Conditions | Yield |
---|---|
In tetrahydrofuran at 50℃; for 22h; | 100% |
In tetrahydrofuran at 20℃; Acylation; | |
With ammonia In methanol at 20℃; |
Conditions | Yield |
---|---|
In 5,5-dimethyl-1,3-cyclohexadiene Reflux; | 100% |
In various solvent(s) for 18h; Heating; |
4-butanolide
Lithium γ-hydroxybutyrate
Conditions | Yield |
---|---|
With lithium hydroxide monohydrate In methanol; water at 20℃; for 16h; | 100% |
With lithium hydroxide In methanol; water at 20℃; for 16h; | 100% |
With lithium hydroxide; water In methanol at 20℃; |
Conditions | Yield |
---|---|
With hydrogenchloride; ammonium chloride In tetrahydrofuran | 100% |
Stage #1: 4-butanolide; phenylmagnesium bromide In tetrahydrofuran; diethyl ether at -78 - 20℃; Inert atmosphere; Stage #2: With water; ammonium chloride In tetrahydrofuran; diethyl ether at 10℃; Cooling with ice; | |
In tetrahydrofuran Grignard reaction; Reflux; |
Conditions | Yield |
---|---|
With hydrogenchloride In water at 160℃; for 36h; | 100% |
4-butanolide
3-methoxybenzenethiol
Conditions | Yield |
---|---|
With ethanol; sodium for 24h; Inert atmosphere; Reflux; | 100% |
With sodium In ethanol for 24h; Inert atmosphere; Reflux; | 100% |
Conditions | Yield |
---|---|
With water; ZSM-5 at 280℃; | 99% |
In water at 300℃; under 75007.5 Torr; Concentration; | 99.9% |
at 255℃; under 15001.5 Torr; for 3h; | 98.2% |
Conditions | Yield |
---|---|
at 20℃; for 1.5h; | 99% |
99.5% | |
With water at 0 - 5℃; for 2h; | 95.5% |
Conditions | Yield |
---|---|
99.5% |
Conditions | Yield |
---|---|
With bis(trifluoromethane)sulfonimide lithium In chloroform at 85℃; for 40h; | 99% |
4-butanolide
oxalic acid diethyl ester
oxo-(2-oxotetrahydrofuran-3-yl)acetic acid ethyl ester
Conditions | Yield |
---|---|
With sodium ethanolate In ethanol at 0 - 20℃; for 6.25h; | 99% |
With sodium ethanolate In ethanol at 0 - 20℃; | 96% |
With sodium methylate | 72% |
Conditions | Yield |
---|---|
With 1-butyl-3-methylimidazolium Tetrafluoroborate In 1,4-dioxane at 220℃; for 0.583333h; Microwave irradiation; | 99% |
for 24h; Heating; | 79% |
With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; sodium acetate In toluene at 110℃; for 36h; Reagent/catalyst; Inert atmosphere; Glovebox; Molecular sieve; Schlenk technique; | 65% |
4-butanolide
1-iodoheptadecafluorooctane
2-Heptadecafluorooctyl-tetrahydro-furan-2-ol
Conditions | Yield |
---|---|
With methyllithium; lithium bromide In diethyl ether at -78℃; for 1h; | 99% |
With methyllithium In diethyl ether at -78℃; for 1h; | 99% |
Conditions | Yield |
---|---|
at 120 - 130℃; for 3h; | 99% |
at 120 - 130℃; for 3h; | 99% |
With bis(trifluoromethane)sulfonimide lithium In chloroform at 85℃; for 40h; | 99% |
In benzene for 12h; Inert atmosphere; Reflux; |
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