trimethylsilyl cyanide
C6H10C5H10N(1+)*ClO4(1-)=(C6H10C5H10N)(ClO4)
1-piperidinocyclohexylcarbonitrile
Conditions | Yield |
---|---|
With Co(II) complex supported on mesoporous SBA-15 at 40℃; for 3h; Strecker-type reaction; | 95% |
With Co(II) complex supported on mesoporous SBA-15 at 40℃; for 3h; Strecker type reaction; Sealed tube; | 95% |
piperidine
1-amino-1-cyanocyclohexane
1-piperidinocyclohexylcarbonitrile
Conditions | Yield |
---|---|
In neat (no solvent) at 60 - 70℃; | 88% |
piperidine
sodium cyanide
cyclohexanone
1-piperidinocyclohexylcarbonitrile
Conditions | Yield |
---|---|
With sodium hydrogensulfite at 20℃; | 82.1% |
piperidine
cyclohexanone
2-hydroxy-2-methylpropanenitrile
1-piperidinocyclohexylcarbonitrile
Conditions | Yield |
---|---|
With magnesium sulfate In N,N-dimethyl acetamide at 45℃; for 48h; | 80% |
piperidine
sodium cyanide
cyclohexanone
1-piperidinocyclohexylcarbonitrile
Conditions | Yield |
---|---|
With hydrogenchloride | 77% |
With hydrogenchloride | |
With hydrogenchloride | |
pH=5; Strecker type reaction; | |
With hydrogenchloride |
Conditions | Yield |
---|---|
With sodium hydrogensulfite | 77% |
With sodium hydrogensulfite | |
With sodium hydrogen sulfite | |
With sodium hydrogen sulfite |
potassium cyanide
piperidine hydrochloride
cyclohexanone
1-piperidinocyclohexylcarbonitrile
Conditions | Yield |
---|---|
With ethanol |
piperidine
ethanol
water
potassium cyanide
cyclohexanone
1-piperidinocyclohexylcarbonitrile
Conditions | Yield |
---|---|
beim Behandeln des Hydrochlorids; |
piperidine
trimethylsilyl cyanide
cyclohexanone
1-piperidinocyclohexylcarbonitrile
Conditions | Yield |
---|---|
With zinc(II) iodide In methanol; diethyl ether at 80℃; for 8h; Strecker reaction; |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: ammonium hydroxide / water / 20 - 25 °C 2: neat (no solvent) / 60 - 70 °C View Scheme |
Conditions | Yield |
---|---|
With 1,4-diaza-bicyclo[2.2.2]octane; Hg(II) trifluoroacetate; sodium cyanoborohydride In methanol for 24h; Ambient temperature; | 93% |
1-piperidinocyclohexylcarbonitrile
phenyllithium
1-(1-benzimidoylcyclohexyl)piperidine
Conditions | Yield |
---|---|
In diethyl ether for 4h; Ambient temperature; | 89% |
furan
1-piperidinocyclohexylcarbonitrile
N-[1-(furan-2-yl)-cyclohexan-1-yl] piperidine
Conditions | Yield |
---|---|
With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; magnesium bromide In diethyl ether; hexane Heating; | 76% |
1-piperidinocyclohexylcarbonitrile
A
C-(1-piperidin-1-yl-cyclohexyl)methylamine
B
1-(1-aminomethyl-cyclohexyl)-piperidine; dihydrochloride
Conditions | Yield |
---|---|
With LiAlH4 | A n/a B 74.4% |
1-piperidinocyclohexylcarbonitrile
2-naphthalenylmagnesium bromide
1-<1-(2-Naphthyl)cyclohexyl>piperidine
Conditions | Yield |
---|---|
In tetrahydrofuran for 6h; Heating; | 65% |
Conditions | Yield |
---|---|
Stage #1: bromobenzene With iodine; magnesium In tetrahydrofuran; diethyl ether Stage #2: 1-piperidinocyclohexylcarbonitrile In tetrahydrofuran; diethyl ether Reflux; | 58% |
Stage #1: bromobenzene With iodine; magnesium In tetrahydrofuran Stage #2: 1-piperidinocyclohexylcarbonitrile In tetrahydrofuran | 58% |
Stage #1: bromobenzene With iodine; magnesium In tetrahydrofuran Stage #2: 1-piperidinocyclohexylcarbonitrile |
Conditions | Yield |
---|---|
58% |
4-Chloro-3-methylphenol
1-piperidinocyclohexylcarbonitrile
1-[1-[3-hydroxy-5-methylphenyl][cyclohexyl]]piperidine
Conditions | Yield |
---|---|
Stage #1: 4-Chloro-3-methylphenol With iodine; magnesium In diethyl ether Reflux; Stage #2: 1-piperidinocyclohexylcarbonitrile In diethyl ether; toluene for 336h; Reflux; | 56% |
1-piperidinocyclohexylcarbonitrile
N-(1-cyanocyclohexyl)piperidone
Conditions | Yield |
---|---|
With iodosylbenzene In water for 96h; Ambient temperature; | 55% |
1-piperidinocyclohexylcarbonitrile
acetylene
1-(2-pyridyl)-1-piperidinocyclohexane
Conditions | Yield |
---|---|
With cobaltocene In tetrahydrofuran at 160℃; under 10640 Torr; for 3h; | 44% |
1-piperidinocyclohexylcarbonitrile
A
C-(1-piperidin-1-yl-cyclohexyl)methylamine
B
bis-(1-piperidino-cyclohexylmethyl)-amine
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride; diethyl ether |
1-piperidinocyclohexylcarbonitrile
1-piperidin-1-yl-cyclohexanecarboxylic acid amide
Conditions | Yield |
---|---|
With sulfuric acid |
2-iodobenzothiophene
1-piperidinocyclohexylcarbonitrile
1-[1-(2-benzo[b]thienyl)cyclohexyl]piperidine
Conditions | Yield |
---|---|
With magnesium 1.) ether, 2.) reflux, 16 h; Yield given. Multistep reaction; |
1-piperidinocyclohexylcarbonitrile
2-bromonaphthalene
1-<1-(2-Naphthyl)cyclohexyl>piperidine
Conditions | Yield |
---|---|
With magnesium 1.) ether, RT, 2.) ether, reflux, 12 h; Multistep reaction; |
1-piperidinocyclohexylcarbonitrile
bromobenzene-d5
1-(1-d5-phenylcyclohexyl)piperidine
Conditions | Yield |
---|---|
Yield given. Multistep reaction; |
1-piperidinocyclohexylcarbonitrile
1.4-dibromobenzene
A
4-Bromophencyclidine
B
1,1'-(1,4-Phenylenedicyclohexylidene)bis
Conditions | Yield |
---|---|
With magnesium 1.) benzene, ether, 2.) reflux, 4 h; Yield given. Multistep reaction; | |
With magnesium 1.) benzene, ether, 2.) reflux, 4 h; Yield given. Multistep reaction. Yields of byproduct given; |
1-piperidinocyclohexylcarbonitrile
1.4-dibromobenzene
1,1'-(1,4-Phenylenedicyclohexylidene)bis
Conditions | Yield |
---|---|
With magnesium 1.) Et2O, THF, reflux, 5 h; 2.) THF, Et2O, reflux, 1 h; Yield given. Multistep reaction; |
1-piperidinocyclohexylcarbonitrile
para-diiodobenzene
A
4-iodophencyclidine
B
1-<1-(1,1'-Biphenyl-4-yl)cyclohexyl>piperidine
C
1,1'-(1,4-Phenylenedicyclohexylidene)bis
Conditions | Yield |
---|---|
With magnesium 1.) ether, benzene, reflux, 2.) reflux, 4 h; Yield given. Multistep reaction. Yields of byproduct given; | |
With magnesium 1.) ether, benzene, reflux, 2.) reflux, 4 h; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts; |
1-piperidinocyclohexylcarbonitrile
1-Bromonaphthalene
1-(1-naphthalen-1-yl-cyclohexyl)-piperidine
Conditions | Yield |
---|---|
With magnesium 1.) ether, RT, 2.) ether, reflux, 12 h; Multistep reaction; |
1-piperidinocyclohexylcarbonitrile
4-bromo-1,1'-biphenyl
1-<1-(1,1'-Biphenyl-4-yl)cyclohexyl>piperidine
Conditions | Yield |
---|---|
With magnesium 1.) Et2O, THF, reflux, 2 h; 2.) THF, Et2O, reflux, 1 h; Yield given. Multistep reaction; |
1-piperidinocyclohexylcarbonitrile
2-iodobenzofuran
Conditions | Yield |
---|---|
With magnesium 1.) ether, RT, 2.) ether, reflux, 12 h; Multistep reaction; |
1-piperidinocyclohexylcarbonitrile
(1-bromoethyl)benzne
1-<1-(1-Phenylethyl)cyclohexyl>piperidine
Conditions | Yield |
---|---|
With magnesium 1.) Et2O, reflux, 2 h; 2.) Et2O, reflux, 1 h; Yield given. Multistep reaction; |
1. | orl-mus LD50:133 mg/kg | JPPMAB Journal of Pharmacy and Pharmacology. 28 (1976),713. | ||
2. | ipr-mus LD50:30 mg/kg | JATOD3 Journal of Analytical Toxicology. 4 (1980),119. | ||
3. | ivn-mus LD50:18 mg/kg | CSLNX* U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. (Aberdeen Proving Ground, MD 21010) NX#03387 . |
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