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Conditions | Yield |
---|---|
With water; hydrogen In methanol under 37503.8 Torr; | A 8.3% B 89.1% |
Conditions | Yield |
---|---|
With thionyl chloride; sodium carbonate In 1,4-dioxane; dichloromethane for 3h; Heating; | 84% |
Stage #1: Adipic acid With acetic anhydride at 160℃; for 4h; Stage #2: zinc diacetate at 100 - 200℃; | 82.5% |
Stage #1: Adipic acid With acetic anhydride at 160℃; for 4h; Heating / reflux; Stage #2: zinc diacetate at 100 - 200℃; | 82.5% |
Conditions | Yield |
---|---|
In acetic anhydride for 14h; Heating / reflux; | 56% |
cyclohexanone-2-ol
A
Adipic acid
B
adipic anhydride
C
cyclohexane-1,2-dione
Conditions | Yield |
---|---|
With air; chromium(III)naphthenate In chlorobenzene at 50℃; Product distribution; var. catalyst; | A 54% B 43% C 3% |
hexanedioic acid dimethyl ester
A
6-Hydroxyhexanoic acid
B
adipic acid monomethyl ester
C
adipic anhydride
Conditions | Yield |
---|---|
With hydrogen In 1,4-dioxane under 37503.8 Torr; | A 34.1% B 42.3% C 21% |
Conditions | Yield |
---|---|
With hydrogenchloride; tetrakis(tetrabutylammonium)decatungstate(VI); oxygen In water; acetonitrile at 20℃; for 0.75h; Flow reactor; Irradiation; | 41% |
cyclohexane
A
Adipic acid
B
adipic anhydride
C
mono(2-oxocyclohexyl)adipinate
Conditions | Yield |
---|---|
With oxygen; cobalt naphthenate In chlorobenzene at 50℃; Kinetics; Product distribution; without catalyst in air; |
cyclohexanone
A
hexahydro-2H-oxepin-2-one
B
2-ketocyclohexyl hydroperoxide
C
adipic anhydride
D
cyclohexane-1,2-dione
E
mono(2-oxocyclohexyl)adipinate
F
cyclohexanone-2-ol
Conditions | Yield |
---|---|
With oxygen In chlorobenzene at 120℃; for 8h; Mechanism; tested presence of cobalt naphthenate; |
Conditions | Yield |
---|---|
With oxygen In chlorobenzene at 50℃; Mechanism; var. solvents; also in the presence of diphenyl sulfide (DPS) and cyclohexanol; |
cyclohexanone-2-ol
A
Adipic acid
B
5-formylvaleric acid
C
adipic anhydride
D
cyclohexane-1,2-dione
Conditions | Yield |
---|---|
With oxygen; cobalt naphthenate In chlorobenzene at 50℃; Kinetics; Product distribution; without catalyst in air; |
cyclohexanone-2-ol
A
Adipic acid
B
adipic anhydride
C
cyclohexane-1,2-dione
D
monoperoxyadipic acid
E
2-hydroxy-2-hydroperoxycyclohexanone
F
mono(2-oxocyclohexyl)adipinate
Conditions | Yield |
---|---|
With oxygen In chlorobenzene at 50℃; Product distribution; Rate constant; | |
With 2,2'-azobis(isobutyronitrile); oxygen In chlorobenzene at 49.84℃; Kinetics; Concentration; |
cyclohexanone-2-ol
A
Adipic acid
B
adipic anhydride
C
cyclohexane-1,2-dione
D
2-hydroxy-2-hydroperoxycyclohexanone
E
mono(2-oxocyclohexyl)adipinate
Conditions | Yield |
---|---|
With air In chlorobenzene at 95℃; Kinetics; |
adipic anhydride
Conditions | Yield |
---|---|
under 0.1 Torr; Bei der Destillation; monomer(ic) form; |
cis-1,2-cyclohexane
A
Adipic acid
B
5-formylvaleric acid
C
adipic anhydride
Conditions | Yield |
---|---|
With dihydrogen peroxide; TAPO-5 In water at 80℃; for 24h; Further byproducts given; |
2-methoxymethylenecyclohexanone
adipic anhydride
Conditions | Yield |
---|---|
With ozone In dichloromethane at -70℃; for 0.075h; |
Conditions | Yield |
---|---|
With dihydrogen peroxide In methanol; water at 90℃; for 18h; Catalytic behavior; |
Conditions | Yield |
---|---|
With N-hydroxyphthalimide; ammonium cerium (IV) nitrate; oxygen In acetonitrile at 45℃; under 760.051 Torr; Baeyer-Villiger Ketone Oxidation; |
Conditions | Yield |
---|---|
In dichloromethane at 20℃; for 24h; | 100% |
Conditions | Yield |
---|---|
With dmap In toluene at 100℃; for 42h; Temperature; Solvent; | 96.2% |
adipic anhydride
Conditions | Yield |
---|---|
With dmap; triethylamine In dichloromethane at 20℃; for 4h; | 95.3% |
adipic anhydride
N1-methyl-4-nitrobenzene-1,2-diamine
Adipinsaeure-2-methylamino-5-nitro-monoanilid
Conditions | Yield |
---|---|
In chloroform for 2h; Heating; | 95% |
piperidine
adipic anhydride
pentane-5'-carboxy-(1'-piperidinyl)-carboxamide
Conditions | Yield |
---|---|
In dichloromethane for 5h; Heating; | 95% |
1-methyl-piperazine
adipic anhydride
pentane-5'-carboxy-[1-(4'-N-methylpiperazinyl)]-carboxamide
Conditions | Yield |
---|---|
In dichloromethane for 5h; Heating; | 95% |
Conditions | Yield |
---|---|
With tin; phosphomolybdic acid In methanol at 80℃; for 2h; | 94% |
adipic anhydride
2-(Diethylamino)ethanol
bis[2-(diethylamino)ethyl] adipate
Conditions | Yield |
---|---|
With titanium (IV) oxysulfate In 5,5-dimethyl-1,3-cyclohexadiene at 80 - 145℃; for 3.5h; Reagent/catalyst; Temperature; Solvent; Concentration; | 91.1% |
Conditions | Yield |
---|---|
With dmap In chloroform at 110℃; for 8h; Temperature; | 91% |
adipic anhydride
4-Aminobenzonitrile
6-[(4-cyanophenyl)amino]-6-oxohexanoic acid
Conditions | Yield |
---|---|
In tetrahydrofuran Reflux; | 90% |
trimethylsilylazide
adipic anhydride
5-isocyanatopentanoic acid trimethylsilyl ester
Conditions | Yield |
---|---|
In 1,4-dioxane for 0.333333h; Heating; | 87% |
In 1,4-dioxane for 0.166667h; Heating; | 76% |
Conditions | Yield |
---|---|
Stage #1: (+)-Paliperidone; adipic anhydride With dmap; triethylamine In dichloromethane at 20℃; for 1h; Stage #2: trifluoroacetic acid In water; acetonitrile pH=4; | 87% |
Conditions | Yield |
---|---|
In 1,4-dioxane Heating; | 86% |
adipic anhydride
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran; N,N-dimethyl-formamide at 20℃; for 18h; Sealed tube; Inert atmosphere; | 86% |
Conditions | Yield |
---|---|
Stage #1: adipic anhydride With aluminum (III) chloride In dichloromethane Reflux; Stage #2: ethyl 2-phenylpropanoate In dichloromethane Reflux; Stage #3: methanol In dichloromethane | 84.8% |
methanol
bromobenzene
adipic anhydride
methyl 4-bromo-ε-oxobenzenehexanoate
Conditions | Yield |
---|---|
Stage #1: adipic anhydride With aluminum (III) chloride In dichloromethane Reflux; Stage #2: bromobenzene In dichloromethane Reflux; Stage #3: methanol In dichloromethane | 84.6% |
Conditions | Yield |
---|---|
In dichloromethane at 22℃; for 8h; | 84% |
N-(6-(diethylamino)-9-(2-(piperazine-1-carbonyl)phenyl)-3H-xanthen-3-ylidene)-N-ethylethanaminium 2,2,2-trifluoroacetate
adipic anhydride
Conditions | Yield |
---|---|
With dmap; triethylamine In dichloromethane for 2h; Inert atmosphere; | 84% |
Conditions | Yield |
---|---|
Stage #1: C128H204N5O21P With acetic acid; zinc In dichloromethane at 20℃; for 6h; Stage #2: adipic anhydride With 4-methyl-morpholine In dichloromethane at 20℃; for 12h; pH=> 7; | 82% |
Conditions | Yield |
---|---|
With dmap; triethylamine In dichloromethane at 20℃; | 81% |
In dichloromethane at 20℃; for 2h; |
adipic anhydride
(S)-1-amino-2-(methoxymethyl)pyrrolidine
(S)-1-[2-(methoxymethyl)pyrrolidin-1-yl]azepane-2,7-dione
Conditions | Yield |
---|---|
Stage #1: adipic anhydride; (S)-1-amino-2-(methoxymethyl)pyrrolidine In dichloromethane at 20℃; for 1h; Inert atmosphere; Stage #2: With sodium acetate; acetic anhydride In dichloromethane for 5h; Heating; Inert atmosphere; | 78% |
adipic anhydride
(3Z,6Z,10E)-11,15-Dimethyl-hexadeca-3,6,10,14-tetraen-1-ol
Hexanedioic acid mono-((3Z,6Z,10E)-11,15-dimethyl-hexadeca-3,6,10,14-tetraenyl) ester
Conditions | Yield |
---|---|
With pyridine; dmap In dichloromethane at 0℃; for 3h; | 75% |
adipic anhydride
1-myristoyl-2-lyso-sn-glycero-3-phosphatidylcholine
Conditions | Yield |
---|---|
With pyridine; benzotriazol-1-ol In tetrahydrofuran at 20℃; Inert atmosphere; | 75% |
4-(5-fluoro-1H-benzo[d]imidazol-2-yl)aniline
adipic anhydride
Conditions | Yield |
---|---|
In tetrahydrofuran at 160 - 170℃; Molecular sieve; Microwave irradiation; | 74% |
adipic anhydride
Conditions | Yield |
---|---|
In tetrahydrofuran at 160 - 170℃; Molecular sieve; Microwave irradiation; | 71% |
adipic anhydride
(3Z,6Z)-Heptadeca-3,6-dien-1-ol
Hexanedioic acid mono-((3Z,6Z)-heptadeca-3,6-dienyl) ester
Conditions | Yield |
---|---|
With pyridine; dmap In dichloromethane at 0℃; for 3h; | 70% |
adipic anhydride
Conditions | Yield |
---|---|
In tetrahydrofuran at 160 - 170℃; Molecular sieve; Microwave irradiation; | 69% |
adipic anhydride
Conditions | Yield |
---|---|
With pyridine at 20℃; for 4h; Inert atmosphere; Sealed tube; | 67% |
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