3-Quinuclidinone hydrochloride supplier

Name
3-Quinuclidinone hydrochloride
EINECS 214-776-5
CAS No. 1193-65-3
Article Data7
CAS DataBase
Density
Solubility
Melting Point >300 ºC (dec.)
Formula C₇H₁₂ClNO
Boiling Point 204.9ºCat 760 mmHg
Molecular Weight 161.631
Flash Point 78.1ºC
Transport Information
Appearance white or yelloish powder
Safety 26-37/39
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms 1-Azabicyclo[2.2.2]octan-3-one,hydrochloride (9CI);3-Quinuclidinone, hydrochloride (6CI,7CI,8CI);3-Oxoquinuclidinehydrochloride;
PSA 20.31000
LogP 1.02100

Synthetic route

: 1619-34-7
3-quinuclidinol

: 1193-65-3
3-quinuclidinone hydrochloride

Conditions

Conditions	Yield
Stage #1: 3-quinuclidinol With 1-methyl-1H-imidazole; tetrakis(acetonitrile)copper(I) trifluoromethanesulfonate; 4,4'-Dimethoxy-2,2'-bipyridin; 9-azabicyclo[3.3.1]nonane N-oxyl; oxygen In acetonitrile at 70℃; for 1.5h; Stage #2: With hydrogenchloride In diethyl ether; acetonitrile for 0.5h;	82%

: ethyl 1-(2-methoxy-2-oxoethyl) piperidine-4-carboxylate

: 1193-65-3
3-quinuclidinone hydrochloride

Conditions

Conditions	Yield
Stage #1: ethyl 1-(2-methoxy-2-oxoethyl) piperidine-4-carboxylate With potassium tert-butylate In toluene at 111℃; for 3h; Dieckmann Condensation; Inert atmosphere; Stage #2: With hydrogenchloride In water for 14h; Dieckmann Condensation; Reflux; Stage #3: With potassium carbonate In water Solvent; Reagent/catalyst; Dieckmann Condensation;	80%

: 3684-26-2, 25333-42-0, 34583-34-1, 1619-34-7
(S)-quinuclidin-3-ol

: 1193-65-3
3-quinuclidinone hydrochloride

Conditions

Conditions	Yield
Stage #1: (S)-quinuclidin-3-ol With dimethylsulfide; triethylamine In chloroform at -15 - -10℃; Inert atmosphere; Stage #2: With N-chloro-succinimide In chloroform at -15 - -10℃; for 4h; Inert atmosphere;	79%

: 110056-51-4
2-Ethoxycarbonyl-3-oxoquinuclidine oxime hydrochloride

: 1193-65-3
3-quinuclidinone hydrochloride

Conditions

Conditions	Yield
With hydrogen; platinum(IV) oxide In hydrogenchloride

: 95566-71-5
1-ethoxycarbonylmethyl-piperidine-4-carboxylic acid methyl ester

: 108-88-3
toluene

potassium: potassium

: 1193-65-3
3-quinuclidinone hydrochloride

Conditions

Conditions	Yield
Erhitzen des Reaktionsgemisches mit wss. HCl;

...Expand

: 498-94-2
isonipecotic acid

: 1193-65-3
3-quinuclidinone hydrochloride

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: sulfuryl dichloride / N,N-dimethyl-formamide / 6 h / 80 °C / Inert atmosphere 2.1: sodium carbonate / toluene / 4 h / 20 - 45 °C 3.1: potassium tert-butylate / toluene / 3 h / 111 °C / Inert atmosphere 3.2: 14 h / Reflux View Scheme

: 1838-39-7
ethyl N-ethoxycarbonylmethyl-4-piperidinecarboxylate

: 1193-65-3
3-quinuclidinone hydrochloride

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: potassium tert-butylate / toluene / 4.5 h / Reflux; Inert atmosphere 2.1: Reflux 2.2: 20 °C View Scheme

: 34286-16-3
2-ethoxycarbonyl-3-quinuclidinone

: 1193-65-3
3-quinuclidinone hydrochloride

Conditions

Conditions	Yield
Stage #1: 2-ethoxycarbonyl-3-quinuclidinone Reflux; Stage #2: With hydrogenchloride In ethanol at 20℃;	25.4 g

: 1193-65-3
3-quinuclidinone hydrochloride

: 35423-17-7
3-quinuclidone oxime

Conditions

Conditions	Yield
With hydroxylamine hydrochloride; sodium acetate In water at 70℃; for 2h; Inert atmosphere;	100%
With hydroxylamine hydrochloride; sodium acetate In water at 70℃; for 1h;
With hydroxylamine hydrochloride; sodium acetate In water at 0 - 70℃; for 1h;

: 1193-65-3
3-quinuclidinone hydrochloride

: 3731-38-2
3-Quinuclidinone

Conditions

Conditions	Yield
With sodium carbonate; sodium hydroxide In water at 0℃; for 0.5h;	100%
With sodium hydrogencarbonate In water at 20℃; for 0.166667h;	88%
With ammonia In methanol

: 143-33-9
sodium cyanide

: 1193-65-3
3-quinuclidinone hydrochloride

: 6238-30-8
3-hydroxy-1-azabicyclo[2.2.2]octane-3-carbonitrile

Conditions

Conditions	Yield
In water at 0℃; for 3h;	99%

: 1193-65-3
3-quinuclidinone hydrochloride

: 139-59-3
4-phenoxyanilin

: N-(4-phenoxyphenyl)quinuclidin-3-amine

Conditions

Conditions	Yield
With sodium tris(acetoxy)borohydride; sodium sulfate In acetic acid at 20℃; for 15h;	99%
With sodium tris(acetoxy)borohydride; acetic acid; sodium sulfate at 20℃; for 15h;	99%

: 151-50-8
potassium cyanide

: 1193-65-3
3-quinuclidinone hydrochloride

: 6238-30-8
3-hydroxy-1-azabicyclo[2.2.2]octane-3-carbonitrile

Conditions

Conditions	Yield
In water for 3h;	98%
With water

: 1193-65-3
3-quinuclidinone hydrochloride

: 540-37-4
p-aminoiodobenzene

: 854935-45-8
N-(4-iodophenyl)quinuclidin-3-amine

Conditions

Conditions	Yield
With sodium tris(acetoxy)borohydride; sodium sulfate In acetic acid at 20℃; for 15h;	98%
With sodium tris(acetoxy)borohydride; sodium sulfate In acetic acid at 20℃; for 15h;	98%
	98%
With sodium tris(acetoxy)borohydride; acetic acid; sodium sulfate at 20℃; for 15h;	98%
With NaBH(OAc)3; sodium hydrogencarbonate; sodium sulfate In acetic acid

: 1193-65-3
3-quinuclidinone hydrochloride

: 6238-30-8
3-hydroxy-1-azabicyclo[2.2.2]octane-3-carbonitrile

Conditions

Conditions	Yield
In water	97%
In water
In 1,4-dioxane; water

: 500-22-1
3-pyridinecarboxaldehyde

: 1193-65-3
3-quinuclidinone hydrochloride

: 273748-55-3
(±)-2-(pyridin-3-ylmethylidene)-1-azabicyclo[2.2.2]octan-3-one

Conditions

Conditions	Yield
With potassium hydroxide In methanol at 20℃; for 16h;	96%
Stage #1: 3-quinuclidinone hydrochloride With potassium hydroxide In methanol at 50 - 56℃; for 2h; Industry scale; Stage #2: 3-pyridinecarboxaldehyde In methanol at 20℃; for 12h; Product distribution / selectivity; Industry scale;	89.3%
Stage #1: 3-quinuclidinone hydrochloride With potassium hydroxide In methanol at 20℃; for 0.5h; Stage #2: 3-pyridinecarboxaldehyde In methanol at 20℃; for 16h; Product distribution / selectivity;	82%
With sodium hydroxide In methanol at 20℃; for 24h;	67%

: 67-56-1
methanol

: 1774-47-6
trimethylsulfoxonium iodide

: 1193-65-3
3-quinuclidinone hydrochloride

: 242810-00-0
3-Methoxymethylquinuclidine-3-ol

Conditions

Conditions	Yield
With sodium hydroxide for 1h; Addition; Etherification; Heating;	95%

...Expand

: 1193-65-3
3-quinuclidinone hydrochloride

: 41295-20-9
4-(4-methylphenoxy)aniline

: 854935-41-4
N-[4-(4-methylphenoxy)phenyl]quinuclidin-3-amine

Conditions

Conditions	Yield
	95%

: 1193-65-3
3-quinuclidinone hydrochloride

: 1619-34-7
3-quinuclidinol

Conditions

Conditions	Yield
Stage #1: 3-quinuclidinone hydrochloride With water; sodium hydroxide at -5 - 0℃; for 0.5h; Stage #2: With sodium tetrahydroborate In water for 1.5h; Further stages;	94.7%
With water; nickel under 36775.4 - 73550.8 Torr; Hydrogenation;
With sodium hydroxide; water; nickel under 88260.9 Torr; Hydrogenation;

: 1193-65-3
3-quinuclidinone hydrochloride

: 80096-46-4
(1,2-dihydronaphthalen-4-yl)methanamine hydrochloride

: N-[(3,4-dihydronaphthalen-1-yl)methyl]-(S)-1-azabicyclo[2.2.2]octan-3-amine

Conditions

Conditions	Yield
Stage #1: 3-quinuclidinone hydrochloride; (1,2-dihydronaphthalen-4-yl)methanamine hydrochloride With triethylamine In toluene for 4h; Reflux; Stage #2: With sodium tetrahydroborate In butan-1-ol at 0 - 20℃; for 4h;	93.2%

: 1193-65-3
3-quinuclidinone hydrochloride

: 25333-42-0
(R)-quinuclidin-3-ol

Conditions

Conditions	Yield
With D-glucose In aq. phosphate buffer at 37℃; for 30h; pH=8; Concentration; Temperature; pH-value; Time;	93%
Multi-step reaction with 2 steps 1: sodium; ethanol 2: (1S)-2-oxo-bornane-10-sulfonic acid View Scheme
With R-DAIPEN; potassium tert-butylate; hydrogen; [RuCl(p-cymene)((R)-DM-SEGPHOS)]Cl In isopropyl alcohol at 30℃; under 22502.3 Torr; for 8h; Conversion of starting material;	n/a

: 1193-65-3
3-quinuclidinone hydrochloride

: 101-79-1
4-amino-4'-chlorodiphenyl ether

: 854935-39-0
N-[4-(4-chlorophenoxy)phenyl]quinuclidin-3-amine

Conditions

Conditions	Yield
	93%

: 1193-65-3
3-quinuclidinone hydrochloride

: 100-10-7
4-dimethylamino-benzaldehyde

: 196712-97-7
2-(4-dimethylaminobenzylidene)-1-azabicyclo[2.2.2]octan-3-one

Conditions

Conditions	Yield
With sodium hydroxide In ethanol; water for 0.5h; Claisen-Schmidt condensation; Heating;	92.8%
With sodium hydroxide In ethanol Condensation; Heating;	61%

: 1193-65-3
3-quinuclidinone hydrochloride

: 3684-26-2, 25333-42-0, 34583-34-1, 1619-34-7
(S)-quinuclidin-3-ol

Conditions

Conditions	Yield
With D-glucose In aq. phosphate buffer at 30℃; for 48h; pH=8; Concentration; Temperature; pH-value; Time;	92%
Multi-step reaction with 2 steps 1: sodium; ethanol 2: (1S)-2-oxo-bornane-10-sulfonic acid View Scheme
Multi-step reaction with 4 steps 1.1: sodium hydroxide; water / 0.5 h / -5 - 0 °C 1.2: 1.5 h 2.1: 2 h / 20 °C 3.1: ethanol; water / 0.33 h / 50 °C 4.1: sodium hydroxide / water / 1 h / 70 °C View Scheme

: 1193-65-3
3-quinuclidinone hydrochloride

: 100-52-7
benzaldehyde

: 24123-89-5
(Z)-2-benzylidene-1-azabicyclo[2.2.2]octan-3-one

Conditions

Conditions	Yield
With sodium hydroxide In ethanol; water for 0.5h; Claisen-Schmidt condensation; Heating;	90%
With water; sodium hydroxide Reflux; Large scale;	88.9%
With sodium hydroxide In ethanol for 2h; Reflux;	87%

: 1193-65-3
3-quinuclidinone hydrochloride

: 135-02-4
ortho-anisaldehyde

: 196712-90-0
(Z)-2-(2-methoxybenzylidene)quinuclidin-3-one

Conditions

Conditions	Yield
With sodium hydroxide In ethanol Condensation; Heating;	90%
With sodium hydroxide In ethanol for 4h; Reflux;	82%

: 151-50-8
potassium cyanide

: 506-87-6
ammonium carbonate

: 1193-65-3
3-quinuclidinone hydrochloride

: 37874-20-7
4-azaspiro[bicyclo[2.2.2]octane-2,4'-imidazolidine]-2',5'-dione

Conditions

Conditions	Yield
In ethanol at 60℃; for 24h; sealed flask;	88%

...Expand

: 1193-65-3
3-quinuclidinone hydrochloride

: 105-56-6
ethyl 2-cyanoacetate

: ethyl (1-azabicyclo<2.2.2>octan-3-ylidene)cyanoacetate hydrochloride

Conditions

Conditions	Yield
With triethylamine at 75℃;	88%

: 3332-29-4
O-ethylhydroxylamine hydrochloride

: 1193-65-3
3-quinuclidinone hydrochloride

: 1-azabicyclo[2.2.2]octan-3-one O-ethyloxime

Conditions

Conditions	Yield
In methanol for 3h; Heating;	87%

: 1193-65-3
3-quinuclidinone hydrochloride

: 6092-80-4
phenoxyamine hydrochloride

: 1-azabicyclo[2.2.2]octan-3-one O-phenyloxime

Conditions

Conditions	Yield
In methanol for 3h; Heating;	87%

: 12093-10-6
ferrocenecarboxaldehyde

: 1193-65-3
3-quinuclidinone hydrochloride

: 2-ferrocenylmethylenequinuclidone

Conditions

Conditions	Yield
In ethanol; water elem. anal.;	85%

: 1193-65-3
3-quinuclidinone hydrochloride

: 100-76-5
Quinuclidine

Conditions

Conditions	Yield
With potassium hydroxide; hydrazine In diethylene glycol at 160℃; for 3h;	84%
Multi-step reaction with 3 steps 1: NaOH-solution; Raney nickel; water / 88260.9 Torr / Hydrogenation 2: thionyl chloride / Anschliessend Erwaermen 3: Raney nickel; sodium methylate; methanol / 60 °C / 73550.8 Torr / Hydrogenation View Scheme

: 4769-96-4
6-nitroindole

: 1193-65-3
3-quinuclidinone hydrochloride

: 954387-20-3
3-(6-nitro-1H-indol-3-yl)-1-azabicyclo[2.2.2]oct-2-ene

Conditions

Conditions	Yield
With potassium hydroxide In methanol; water for 36h; Inert atmosphere; Reflux;	84%

: 98-03-3
thiophene-2-carbaldehyde

: 1193-65-3
3-quinuclidinone hydrochloride

: 82955-33-7
2-(thiophen-2-ylmethylene)-1-azabicyclo[2.2.2]octan-3-one

Conditions

Conditions	Yield
With sodium hydroxide In ethanol; water for 0.5h; Claisen-Schmidt condensation; Heating;	83.7%

: 1193-65-3
3-quinuclidinone hydrochloride

: 78961-49-6
1-azabicyclo<2.2.2>octan-3-one oxime

Conditions

Conditions	Yield
With hydroxylamine hydrochloride; sodium acetate In ethanol at 20℃; for 18h;	83%

: 1193-65-3
3-quinuclidinone hydrochloride

: 104-88-1
4-chlorobenzaldehyde

: (Z)-2-(4-chlorobenzylidene)quinuclidin-3-one

Conditions

Conditions	Yield
With sodium hydroxide In ethanol for 2h; Reflux;	83%

: 500-22-1
3-pyridinecarboxaldehyde

: 1193-65-3
3-quinuclidinone hydrochloride

: 273748-51-9
2-((pyridin-3-yl)methyl)-1-azabicyclo[2.2.2]octan-3-one

Conditions

Conditions	Yield
Stage #1: 3-quinuclidinone hydrochloride With potassium hydroxide In methanol at 20℃; for 0.5h; Stage #2: 3-pyridinecarboxaldehyde In methanol at 20℃; for 16h;	82%
With potassium hydroxide In methanol; water

3-Quinuclidinone hydrochloride Chemical Properties

Molecular Structure:

Molecular Formula: C₇H₁₂ClNO
Molecular Weight: 161.6293
IUPAC Name: 1-Azabicyclo[2.2.2]octan-3-one hydrochloride
Synonyms of 3-Quinuclidinone hydrochloride (CAS NO.1193-65-3): EINECS 214-776-5 ; NSC 91498 ; 1-Azabicyclo(2.2.2)octan-3-one, hydrochloride ; 1-Azabicyclo(2.2.2)octan-3-one, hydrochloride (1:1) ; Quinuclidin-3-one hydrochloride
CAS NO: 1193-65-3
Product Categories: Pharmaceutical material and intermeidates ; Carbonyl Compounds ; Heterocycles ; Quinuclidine derivatives ; Ring Systems
Melting point: >300 °C
H bond acceptors: 2
Polar Surface Area: 20.31 Å²
Flash Point: 78.1 °C
Enthalpy of Vaporization: 44.12 kJ/mol
Boiling Point: 204.9 °C at 760 mmHg
Vapour Pressure: 0.257 mmHg at 25°C

3-Quinuclidinone hydrochloride Uses

3-Quinuclidinone hydrochloride (CAS NO.1193-65-3) is used for the synthesis of a variety of drugs.

3-Quinuclidinone hydrochloride Safety Profile

Hazard Codes of 3-Quinuclidinone hydrochloride (CAS NO.1193-65-3): Irritant Xi
Risk Statements: 36/37/38
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 22-24/25-37/39-26
S22: Do not breathe dust.
S24/25: Avoid contact with skin and eyes.
S37/39: Wear suitable gloves and eye/face protection.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
WGK Germany: 3

Product Name

3-Quinuclidinone hydrochloride

Synthetic route

3-Quinuclidinone hydrochloride Chemical Properties

3-Quinuclidinone hydrochloride Uses

3-Quinuclidinone hydrochloride Safety Profile

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