1-(1-Piperidino)cyclohexene supplier

Name
1-(1-Piperidino)cyclohexene
EINECS
CAS No. 2981-10-4
Article Data45
CAS DataBase
Density 0.978g/cm³
Solubility
Melting Point
Formula C11H19 N
Boiling Point 262.2oCat760mmHg
Molecular Weight 165.279
Flash Point 102.8oC
Transport Information
Appearance Clear yellow liquid
Safety 26-36/37/39
Risk Codes 22-36/38
Molecular Structure
Hazard Symbols R22:Harmful if swallowed.; R36/38:Irritating to eyes and skin.;
Synonyms 1-(1-Cyclohexen-1-yl)piperidine;1-(Cyclohex-1-enyl)piperidine;1-Piperidino-1-cyclohexene;1-Piperidinocyclohexene;1-Piperidinylcyclohexene;N-(1-Cyclohexen-1-yl)piperidine;N-(1-Cyclohexenyl)piperidine;
PSA 3.24000
LogP 2.86810

Synthetic route

: 110-89-4
piperidine

: 108-94-1
cyclohexanone

: 2981-10-4
1-(cyclohex-1-en-1-yl)piperidine

Conditions

Conditions	Yield
With Montmorillonite K 10 clay for 0.133333h; microwave (160 Watts) irradiation;	95%
Envirocat EPZG for 0.0333333h; Irradiation;	90%
With K-10 Montmorillonite clay In toluene for 3h; Heating;	86%

: 4442-11-9
lithium piperidide

: 108-94-1
cyclohexanone

: 2981-10-4
1-(cyclohex-1-en-1-yl)piperidine

Conditions

Conditions	Yield
With tin(ll) chloride 1) Et2O, r.t., 2 h, 2) r.t.; Yield given. Multistep reaction;

: 110-89-4
piperidine

: 108-94-1
cyclohexanone

CaO: CaO

: 2981-10-4
1-(cyclohex-1-en-1-yl)piperidine

Conditions

Conditions	Yield
anschl. Destillieren unter 100 Torr;

...Expand

: 110-89-4
piperidine

: 110-83-8
cyclohexene

: 2981-10-4
1-(cyclohex-1-en-1-yl)piperidine

Conditions

Conditions	Yield
With toluene-4-sulfonic acid In benzene

: 2981-10-4
1-(cyclohex-1-en-1-yl)piperidine

: 3319-01-5
1-cyclohexylpiperidine

Conditions

Conditions	Yield
With 2-[bis(pentafluorophenyl)boryl]-N,N-dimethylaniline In benzene-d6 at 80℃; under 1500.15 Torr; for 1h; Inert atmosphere;	100%
With butyl triphenylphosphonium tetraborate at 20℃; for 0.0833333h;	96%
With sodium tetrahydroborate; hydrogen; nickel dichloride In isopropyl alcohol at 60℃; under 760.051 Torr; for 6h;	92%

: 2981-10-4
1-(cyclohex-1-en-1-yl)piperidine

: 6261-32-1
2-benzylidene-1-tetralone

: 32631-50-8
5,6,7a,8,9,10,11,11a-Octahydro-7-phenyl-11a-piperidinobenzo-7H-xanthene

Conditions

Conditions	Yield
With molecular sieve In toluene for 20h; Heating;	99%

: 2981-10-4
1-(cyclohex-1-en-1-yl)piperidine

: 101001-24-5
3-Benzyliden-2,3-dihydro-4H-1-benzothiopyran-4-on-1,1-dioxid

: 93362-80-2
7,7a,8,9,10,11-Hexahydro-7-phenyl-11a-piperidino-6H,11aH-<1>benzothiopyrano<4,3-b>chromen-5,5-dioxid

Conditions

Conditions	Yield
In methanol for 0.5h; Ambient temperature;	98%

: 2981-10-4
1-(cyclohex-1-en-1-yl)piperidine

: 3-diazonium-o-carborane tetrafluoroborate

: 2-carboranylcyclohexanone

Conditions

Conditions	Yield
With lithium diisopropyl amide In hexane at -30 - 20℃; for 0.166667h; Ene Reaction; Inert atmosphere; regioselective reaction;	98%

: 2981-10-4
1-(cyclohex-1-en-1-yl)piperidine

: C5H5RuP(C6H5)2CH2P(C6H5)2(CH2SO2)(1+)*PF6(1-)={(C5H5)Ru(P(C6H5)2CH2P(C6H5)2)(CH2SO2)}PF6

: {C5H5Ru((C6H5)2PCH2P(C6H5)2)(SO2CH2C6H9NC5H10)}(1+)*PF6(1-)={C5H5Ru((C6H5)2PCH2P(C6H5)2)(SO2CH2C6H9NC5H10)}PF6

Conditions

Conditions	Yield
In dichloromethane addn. of C6H9NC5H10 to soln. of Ru sulfene complex in CH2Cl2 at 20°C under N2 and stirring for 1 h;; concn.; addn. of petroleum ether; pptn.; elem. anal.;;	97%

: 2981-10-4
1-(cyclohex-1-en-1-yl)piperidine

: 14674-38-5
N-(4-methoxybenzylidene)-p-toluenesulfonamide

: N-((2-oxocyclohexyl)(4-methoxyphenyl)methyl)-p-toluenesulfonamide

: N-((2-oxocyclohexyl)(4-methoxyphenyl)methyl)-p-toluenesulfonamide

Conditions

Conditions	Yield
With acetic acid In dichloromethane; water at -45℃; for 3h; Inert atmosphere; diastereoselective reaction;	A 97% B n/a

...Expand

: 2981-10-4
1-(cyclohex-1-en-1-yl)piperidine

: 17692-84-1
N-(2-naphthylidene)-4-methylbenzenesulfonamide

: N-((2-(piperidin-1-yl)cyclohexyl)(2-naphthyl)methyl)-p-toluenesulfonamide

Conditions

Conditions	Yield
Stage #1: 1-(cyclohex-1-en-1-yl)piperidine; N-(2-naphthylidene)-4-methylbenzenesulfonamide With acetic acid In dichloromethane; water at -78℃; for 3h; Inert atmosphere; Stage #2: With sodium cyanoborohydride In methanol; dichloromethane; water at -45℃; for 1h; Inert atmosphere; diastereoselective reaction;	97%

: 2981-10-4
1-(cyclohex-1-en-1-yl)piperidine

: 73845-05-3, 108440-09-1, 14674-34-1
N-methanesulfonyl benzylideneamine

: N-((2-oxocyclohexyl)(phenyl)methyl)methanesulfonamide

Conditions

Conditions	Yield
With acetic acid In dichloromethane; water at -78℃; for 6h; Inert atmosphere; diastereoselective reaction;	96%

: 2981-10-4
1-(cyclohex-1-en-1-yl)piperidine

: 17692-84-1
N-(2-naphthylidene)-4-methylbenzenesulfonamide

: N-[2-(piperidin-1-yl)cyclohexyl](2-naphthyl)methyl-p-toluenesulfonamide

Conditions

Conditions	Yield
With N,N,N,N,N,N-hexamethylphosphoric triamide; trichlorosilane In dichloromethane at -40℃; for 1h; Inert atmosphere; diastereoselective reaction;	95%

: 2981-10-4
1-(cyclohex-1-en-1-yl)piperidine

: 17692-84-1
N-(2-naphthylidene)-4-methylbenzenesulfonamide

: N-((2-oxocyclohexyl)(2-naphthyl)methyl)-p-toluenesulfonamide

Conditions

Conditions	Yield
With acetic acid In dichloromethane; water at -78℃; for 3h; Inert atmosphere; diastereoselective reaction;	95%

: 2981-10-4
1-(cyclohex-1-en-1-yl)piperidine

: 32803-73-9
methyl 3-phenyl-3-chloro-2-ketopropionate

A: 3626-62-8
2-phenyl-1-(1-piperidinyl)ethanone

B: methyl 1-(5-chloropentyl)-2-phenyl-4,5,6,7-tetrahydro-1H-indole-3-carboxylate

C: 6091-44-7
piperidine hydrochloride

Conditions

Conditions	Yield
In 1,4-dioxane for 2h; Reflux;	A 4% B 95% C 1%

...Expand

: 2981-10-4
1-(cyclohex-1-en-1-yl)piperidine

: 51608-60-7
N-(benzylidene)-p-methylbenzenesulfonamide

: N-((2-(piperidin-1-yl)cyclohexyl)(phenyl)methyl)-p-toluenenesulfonamide

Conditions

Conditions	Yield
Stage #1: 1-(cyclohex-1-en-1-yl)piperidine; N-(benzylidene)-p-methylbenzenesulfonamide With acetic acid In dichloromethane; water at -78℃; for 3h; Inert atmosphere; Stage #2: With sodium cyanoborohydride In methanol; dichloromethane; water at -45℃; for 1h; Inert atmosphere; diastereoselective reaction;	93%

: 2981-10-4
1-(cyclohex-1-en-1-yl)piperidine

: 73845-05-3, 108440-09-1, 14674-34-1
N-methanesulfonyl benzylideneamine

: N-((2-(piperidin-1-yl)cyclohexyl)(phenyl)methyl)methanenesulfonamide

Conditions

Conditions	Yield
Stage #1: 1-(cyclohex-1-en-1-yl)piperidine; N-methanesulfonyl benzylideneamine With acetic acid In dichloromethane; water at -78℃; for 6h; Inert atmosphere; Stage #2: With sodium cyanoborohydride In methanol; dichloromethane; water at -45℃; for 1h; Inert atmosphere; diastereoselective reaction;	92%

: 2981-10-4
1-(cyclohex-1-en-1-yl)piperidine

: 171193-30-9
1-(γ-phenylallyl)benzotriazole

A: 84624-35-1
2-[(E)-3-phenyl-2-propenyl]cyclohexanone

B: 2-[(Z)-3-phenyl-2-propenyl]cyclohexanone

Conditions

Conditions	Yield
Stage #1: 1-(γ-phenylallyl)benzotriazole With palladium diacetate; triphenylphosphine; zinc dibromide In benzene for 0.25h; Elimination; Heating; Stage #2: 1-(cyclohex-1-en-1-yl)piperidine In benzene Addition; Heating; Stage #3: With water for 0.5h; Hydrolysis; Heating;	A 91% B n/a

...Expand

: 2981-10-4
1-(cyclohex-1-en-1-yl)piperidine

: 13707-47-6
2-furaldehyde tosylimine

: N-((2-oxocyclohexyl)(2-furyl)methyl)-p-toluenesulfonamide

: N-((2-oxocyclohexyl)(2-furyl)methyl)-p-toluenesulfonamide

Conditions

Conditions	Yield
With acetic acid In dichloromethane; water at -78℃; for 3h; Inert atmosphere; diastereoselective reaction;	A n/a B 91%

...Expand

: 2981-10-4
1-(cyclohex-1-en-1-yl)piperidine

: 36082-71-0
quinazoline-4-carbonitrile

: 41229-10-1
4-(piperidin-1-yl)-quinazoline

Conditions

Conditions	Yield
In xylene for 24h; Heating;	90%

: 2981-10-4
1-(cyclohex-1-en-1-yl)piperidine

: 614-47-1
1,3-diphenyl-propen-3-one

: 78019-12-2
4a,5,6,7,8,8a-Hexahydro-2,4-diphenyl-8a-piperidino-4H-chromene

Conditions

Conditions	Yield
In dichloromethane; Petroleum ether for 72h;	90%

: 2981-10-4
1-(cyclohex-1-en-1-yl)piperidine

: 1-[1-(3-methyl-butyl)-allyl]-1H-benzotriazole

: 2-[(E)-6-methyl-2-heptenyl]cyclohexanone

Conditions

Conditions	Yield
Stage #1: 1-[1-(3-methyl-butyl)-allyl]-1H-benzotriazole With palladium diacetate; triphenylphosphine; zinc dibromide In benzene for 0.25h; Elimination; complexation; Heating; Stage #2: 1-(cyclohex-1-en-1-yl)piperidine In benzene Addition; Heating; Stage #3: With water for 0.5h; Hydrolysis; Heating;	90%

: 2981-10-4
1-(cyclohex-1-en-1-yl)piperidine

: 13707-46-5
N-tosyl-4-nitrobenzaldimine

: N-((2-oxocyclohexyl)(4-nitrophenyl)methyl)-p-toluenesulfonamide

Conditions

Conditions	Yield
With acetic acid In dichloromethane; water at -78℃; for 24h; Inert atmosphere; diastereoselective reaction;	90%

: 2981-10-4
1-(cyclohex-1-en-1-yl)piperidine

: 13707-46-5
N-tosyl-4-nitrobenzaldimine

: N-((2-(piperidin-1-yl)cyclohexyl)(4-nitrophenyl)methyl)-p-toluenesulfonamide

Conditions

Conditions	Yield
Stage #1: 1-(cyclohex-1-en-1-yl)piperidine; N-tosyl-4-nitrobenzaldimine With acetic acid In dichloromethane; water at -78℃; for 24h; Inert atmosphere; Stage #2: With sodium cyanoborohydride In methanol; dichloromethane; water at -45℃; for 1h; Inert atmosphere; diastereoselective reaction;	90%

: 2981-10-4
1-(cyclohex-1-en-1-yl)piperidine

: 96807-23-7
3,6-Dihydro-5-methyl-6-oxo-1,3-diphenyl-1-pyrimidinium-4-olat

: 104975-89-5
1-Methyl-9,12-diphenyl-2-piperidino-9,12-diazatricyclo<6.2.2.02,7>dodecan-10,11-dion

Conditions

Conditions	Yield
With hydroquinone In toluene for 1.5h; Heating;	89%

: 2981-10-4
1-(cyclohex-1-en-1-yl)piperidine

: 35225-79-7
dibenzylideneacetone

: 1-[(4R,4aS,8aS)-4-Phenyl-2-((E)-styryl)-4,4a,5,6,7,8-hexahydro-chromen-8a-yl]-piperidine

Conditions

Conditions	Yield
With zinc(II) chloride In benzene at 20℃; for 1h;	89%

: 56176-55-7
1-morpholino-1-butene

: 2981-10-4
1-(cyclohex-1-en-1-yl)piperidine

O-tosyl-C-cyano-C-(ethoxycarbonyl)-formaldehyde-oxime: O-tosyl-C-cyano-C-(ethoxycarbonyl)-formaldehyde-oxime

O-tosyl-C-dicyano-formaldehyde-oxime: O-tosyl-C-dicyano-formaldehyde-oxime

: 49845-16-1
(2-piperidin-1-yl-cyclohex-1-enylimino)-malononitrile

Conditions

Conditions	Yield
	89%

...Expand

: 2981-10-4
1-(cyclohex-1-en-1-yl)piperidine

: 51608-60-7
N-(benzylidene)-p-methylbenzenesulfonamide

: N-((2-oxocyclohexyl)(phenyl)methyl)-p-toluenesulfonamide

Conditions

Conditions	Yield
With acetic acid In dichloromethane; water at -78℃; for 3h; Inert atmosphere; diastereoselective reaction;	89%

: 2981-10-4
1-(cyclohex-1-en-1-yl)piperidine

: 74074-09-2
Z-3-benzylidene-1-thiochromanone

: 93362-79-9
7,7a,8,9,10,11-Hexahydro-7-phenyl-11a-piperidino-6H,11aH<1>benzothiopyrano<4,3-b>chromen

Conditions

Conditions	Yield
In methanol for 16h; Ambient temperature;	87%

: 2981-10-4
1-(cyclohex-1-en-1-yl)piperidine

: 1-[4-Methyl-1-(3-methyl-butyl)-1-vinyl-pentyl]-1H-benzotriazole

: 2-(3-isopentyl-6-methyl-2-heptenyl)cyclohexanone

Conditions

Conditions	Yield
Stage #1: 1-[4-Methyl-1-(3-methyl-butyl)-1-vinyl-pentyl]-1H-benzotriazole With palladium diacetate; triphenylphosphine; zinc dibromide In benzene for 0.25h; Elimination; complexation; Heating; Stage #2: 1-(cyclohex-1-en-1-yl)piperidine In benzene Addition; Heating; Stage #3: With water for 0.5h; Hydrolysis; Heating;	87%

: 2981-10-4
1-(cyclohex-1-en-1-yl)piperidine

: 2-trifluoroacetylamino-1,4-naphthoquinone

: 136480-17-6
2,3,4,5-tetrahydro-1H-benzocarbazole-6,11-dione

Conditions

Conditions	Yield
Stage #1: 1-(cyclohex-1-en-1-yl)piperidine; 2-trifluoroacetylamino-1,4-naphthoquinone In toluene at 20℃; for 5h; Stage #2: With sodium hydroxide; air In water; toluene at 20℃; for 0.25h;	87%

: 2981-10-4
1-(cyclohex-1-en-1-yl)piperidine

: 14674-38-5
N-(4-methoxybenzylidene)-p-toluenesulfonamide

: N-((2-(piperidin-1-yl)cyclohexyl)(4-methoxyphenyl)methyl)-p-toluenesulfonamide

Conditions

Conditions	Yield
Stage #1: 1-(cyclohex-1-en-1-yl)piperidine; N-(4-methoxybenzylidene)-p-toluenesulfonamide With acetic acid In dichloromethane; water at -45℃; for 3h; Inert atmosphere; Stage #2: With sodium cyanoborohydride In methanol; dichloromethane; water at -45℃; for 1h; Inert atmosphere; diastereoselective reaction;	87%

: 123-56-8
Succinimide

: 2981-10-4
1-(cyclohex-1-en-1-yl)piperidine

: 1-((1R,5S,6R)-6-Piperidin-1-yl-bicyclo[3.1.0]hex-6-yl)-pyrrolidine-2,5-dione

Conditions

Conditions	Yield
With iodine; sodium methylate In methanol at 20℃; for 1h; Substitution; Cyclopropanation;	86%

1-(1-Piperidino)cyclohexene Specification

The 1-(1-Piperidino)cyclohexene with the cas number 2981-10-4, is also called 1-(1-Cyclohexen-1-yl)piperidine. The systematic name is Piperidine, 1-(1-cyclohexen-1-yl)-. This chemical is Clear yellow liquid. Its product category is API intermediates.

Preparation: This chemical can be prepared by the reaction of piperidine and cyclohexanone. This reaction needs reagent PTSA and solvent benzene at heating condition. The yield is 78%.

Uses: This chemical can prepare 1-cyclohexyl-piperidine. This reaction needs reagent benzyltriphenylphosphonium borohydride and solvent methanol at temperature of 20 ºC. The reaction time is 20 min. The yield is 90%.

When you are using this chemical, please be cautious about it as the following: (1)Harmful if swallowed; (2)Irritating to eyes and skin; (3)In case of contact with eyes, rinse immediately with plenty of water and seek medical advice; (4)Wear suitable protective clothing, gloves and eye/face protection.

You can still convert the following datas into molecular structure:
(1)SMILES: C=1(N2CCCCC2)CCCCC1
(2)InChI: InChI=1/C11H19N/c1-3-7-11(8-4-1)12-9-5-2-6-10-12/h7H,1-6,8-10H2

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	oral	1273mg/kg (1273mg/kg)		Journal of Pharmacy and Pharmacology. Vol. 28, Pg. 713, 1976.

Product Name

1-(1-Piperidino)cyclohexene

Synthetic route

1-(1-Piperidino)cyclohexene Specification

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