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Synthetic route

N-tert-butyloxycarbonylpiperidin-4-one
79099-07-3

N-tert-butyloxycarbonylpiperidin-4-one

piperidin-4-one
41661-47-6

piperidin-4-one

Conditions
ConditionsYield
With trifluoroacetic acid In dichloromethane at 0 - 20℃; for 3h;100%
With trifluoroacetic acid In dichloromethane at 20℃;100%
With trifluoroacetic acid In dichloromethane
With trifluoroacetic acid In 1,2-dichloro-ethane
With hydrogenchloride In 1,4-dioxane at 20℃; for 4h;6.5 g
benzyl 4-oxo-1-piperidinecarboxylate
19099-93-5

benzyl 4-oxo-1-piperidinecarboxylate

piperidin-4-one
41661-47-6

piperidin-4-one

Conditions
ConditionsYield
With hydrogen; palladium diacetate; pyrographite In tetrahydrofuran; methanol at 25℃; under 760.051 Torr; for 12h;99%
4-oxo-piperidine-1-carboxylic acid prop-2-ynyl ester
797751-17-8

4-oxo-piperidine-1-carboxylic acid prop-2-ynyl ester

piperidin-4-one
41661-47-6

piperidin-4-one

Conditions
ConditionsYield
With benzyltriethylammonium tetrathiomolybdate In acetonitrile at 20℃; for 2h;97%
1-((2-nitrophenyl)sulfonyl)piperidin-4-one
267666-09-1

1-((2-nitrophenyl)sulfonyl)piperidin-4-one

piperidin-4-one
41661-47-6

piperidin-4-one

Conditions
ConditionsYield
With polystyrene-thiophenol; caesium carbonate; triphenylphosphine In tetrahydrofuran at 20℃; for 24h;94%
ethene
74-85-1

ethene

methyl 3-aminopropanoate
4138-35-6

methyl 3-aminopropanoate

piperidin-4-one
41661-47-6

piperidin-4-one

Conditions
ConditionsYield
Stage #1: ethene; methyl 3-aminopropanoate With sodium ethanolate In ethanol at 5℃;
Stage #2: In N,N-dimethyl-formamide at 120℃; for 2h; Concentration; Temperature;
93.7%
N-ethoxycarbonyl-4-piperidone
29976-53-2

N-ethoxycarbonyl-4-piperidone

piperidin-4-one
41661-47-6

piperidin-4-one

Conditions
ConditionsYield
With hydrogenchloride In water at 100℃; for 10h;90.7%
1-phenylmethyl-4-piperidone
3612-20-2

1-phenylmethyl-4-piperidone

piperidin-4-one
41661-47-6

piperidin-4-one

Conditions
ConditionsYield
With hydrogen; palladium dihydroxide; palladium on activated charcoal In tetrahydrofuran; water; isopropyl alcohol for 6h;90%
With palladium on activated charcoal; ammonium formate In methanol for 0.5h; Reflux;86%
With Pd/C; hydrogen In ethanol
formaldehyd
50-00-0

formaldehyd

acetone
67-64-1

acetone

piperidin-4-one
41661-47-6

piperidin-4-one

Conditions
ConditionsYield
With ammonia at 60 - 70℃; Green chemistry;68%
4-methoxy-7-morpholin-4-yl-benzothiazol-2-yl-amine
383865-57-4

4-methoxy-7-morpholin-4-yl-benzothiazol-2-yl-amine

A

piperidin-4-one
41661-47-6

piperidin-4-one

B

4-oxo-piperidine-1-carboxylic acid (4-methoxy-7-morpholin-4-yl-benzothiazol-2-yl)-amide

4-oxo-piperidine-1-carboxylic acid (4-methoxy-7-morpholin-4-yl-benzothiazol-2-yl)-amide

Conditions
ConditionsYield
A n/a
B 38%
4-methoxy-1,2,3,6-tetrahydro-pyridine

4-methoxy-1,2,3,6-tetrahydro-pyridine

piperidin-4-one
41661-47-6

piperidin-4-one

Conditions
ConditionsYield
With hydrogenchloride
4-phenoxy-1,2,3,6-tetrahydro-pyridine
75571-24-3

4-phenoxy-1,2,3,6-tetrahydro-pyridine

piperidin-4-one
41661-47-6

piperidin-4-one

Conditions
ConditionsYield
With hydrogenchloride
3,3'-imino-di-propionic acid diethyl ester
3518-88-5

3,3'-imino-di-propionic acid diethyl ester

piperidin-4-one
41661-47-6

piperidin-4-one

Conditions
ConditionsYield
With sodium; xylene Erhitzen des entstandenen Piperidon-(4)-carbonsaeure-(3)-aethylesters mit Salzsaeure;
Multi-step reaction with 4 steps
1: potassium carbonate / water / 1.5 h / 0 - 20 °C
2: sodium / ethanol; toluene / 48 h / 20 °C / Inert atmosphere
3: hydrogenchloride / water; ethanol / 7 h / 83 - 85 °C
4: hydrogenchloride / water / 10 h / 100 °C
View Scheme
1-acetyl-4-oxo-piperidine-3-carboxylic acid ethyl ester
4451-85-8

1-acetyl-4-oxo-piperidine-3-carboxylic acid ethyl ester

piperidin-4-one
41661-47-6

piperidin-4-one

Conditions
ConditionsYield
With hydrogenchloride; water
ethyl 1-benzoyl-4-oxo-3-piperidinecarboxylate
4451-86-9

ethyl 1-benzoyl-4-oxo-3-piperidinecarboxylate

piperidin-4-one
41661-47-6

piperidin-4-one

C5H9(2)H2NO2

C5H9(2)H2NO2

piperidin-4-one
41661-47-6

piperidin-4-one

Conditions
ConditionsYield
In water-d2 at 34℃; Equilibrium constant;
C8H13(2)H2NO3S

C8H13(2)H2NO3S

A

piperidin-4-one
41661-47-6

piperidin-4-one

B

3-mercaptopropanoic acid-d2
95193-08-1

3-mercaptopropanoic acid-d2

Conditions
ConditionsYield
With potassium carbonate In water-d2 at 34℃; Equilibrium constant; pH 2.5-3.3;
4-oxy-piperidine

4-oxy-piperidine

piperidin-4-one
41661-47-6

piperidin-4-one

Conditions
ConditionsYield
With chromium(VI) oxide; acetic acid
di(2-carboxyethyl)amine
505-47-5

di(2-carboxyethyl)amine

piperidin-4-one
41661-47-6

piperidin-4-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: HCl
2: sodium; xylene / Erhitzen des entstandenen Piperidon-(4)-carbonsaeure-(3)-aethylesters mit Salzsaeure
View Scheme
4-Chloropyridine
626-61-9

4-Chloropyridine

piperidin-4-one
41661-47-6

piperidin-4-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: water / 150 °C
2: sodium; alcohol
3: hydrochloric acid
View Scheme
4-methoxypyridine
620-08-6

4-methoxypyridine

piperidin-4-one
41661-47-6

piperidin-4-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium; alcohol
2: hydrochloric acid
View Scheme
4-phenoxypyridine
4783-86-2

4-phenoxypyridine

piperidin-4-one
41661-47-6

piperidin-4-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium; alcohol
2: hydrochloric acid
View Scheme
3,3'-benzoylimino-di-propionic acid diethyl ester
101599-56-8

3,3'-benzoylimino-di-propionic acid diethyl ester

piperidin-4-one
41661-47-6

piperidin-4-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: NaH; ethanol; benzene
View Scheme
3,3'-acetylimino-di-propionic acid diethyl ester
854677-97-7

3,3'-acetylimino-di-propionic acid diethyl ester

piperidin-4-one
41661-47-6

piperidin-4-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium; ethanol; xylene
2: water; hydrochloric acid
View Scheme
4-piperidone hydrochloride
41979-39-9

4-piperidone hydrochloride

piperidin-4-one
41661-47-6

piperidin-4-one

Conditions
ConditionsYield
With MP-carbonate resin In dichloromethane at 20℃; for 2h; not specified; Product distribution / selectivity;
ethyl 4-piperidone-3-carboxylate hydrochloride
4644-61-5

ethyl 4-piperidone-3-carboxylate hydrochloride

piperidin-4-one
41661-47-6

piperidin-4-one

Conditions
ConditionsYield
With potassium hydroxide
piperidin-4-one hydrochloride monohydrate

piperidin-4-one hydrochloride monohydrate

piperidin-4-one
41661-47-6

piperidin-4-one

Conditions
ConditionsYield
With magnesium sulfate; sodium hydroxide In dichloromethane
4-HYDROXYPIPERIDINE
5382-16-1

4-HYDROXYPIPERIDINE

piperidin-4-one
41661-47-6

piperidin-4-one

Conditions
ConditionsYield
With oxygen In acetonitrile at 70℃; for 2.5h; Catalytic behavior; chemoselective reaction;75 %Chromat.
Ethyl N-ethoxycarbonyl-3-(2-ethoxycarbonylethylamino)-propionate
83783-66-8

Ethyl N-ethoxycarbonyl-3-(2-ethoxycarbonylethylamino)-propionate

piperidin-4-one
41661-47-6

piperidin-4-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: sodium / ethanol; toluene / 48 h / 20 °C / Inert atmosphere
2: hydrogenchloride / water; ethanol / 7 h / 83 - 85 °C
3: hydrogenchloride / water / 10 h / 100 °C
View Scheme
piperidin-4-one
41661-47-6

piperidin-4-one

2-(1H-pyrrol-1-yl)aniline
6025-60-1

2-(1H-pyrrol-1-yl)aniline

5'H-spiro[piperidine-4,4'-pyrrolo[1,2-a]quinoxaline]
59474-46-3

5'H-spiro[piperidine-4,4'-pyrrolo[1,2-a]quinoxaline]

Conditions
ConditionsYield
With maleic acid In ethanol for 1h; Heating;100%
piperidin-4-one
41661-47-6

piperidin-4-one

4-methoxy-phenyl-sulphonyl chloride
98-68-0

4-methoxy-phenyl-sulphonyl chloride

1-(4-methoxybenzenesulfonyl)-4-piperidone
196085-08-2

1-(4-methoxybenzenesulfonyl)-4-piperidone

Conditions
ConditionsYield
With pyridine at 20℃; for 18h;100%
piperidin-4-one
41661-47-6

piperidin-4-one

methyl iodide
74-88-4

methyl iodide

N-methyl-4-piperidone hydroiodide
142742-59-4

N-methyl-4-piperidone hydroiodide

Conditions
ConditionsYield
In acetone Ambient temperature;98%
piperidin-4-one
41661-47-6

piperidin-4-one

vanillin
121-33-5

vanillin

(3E,5E)-3,5-bis-(4-hydroxy-3-methoxybenzylidene)piperidin-4-one hydrochloride

(3E,5E)-3,5-bis-(4-hydroxy-3-methoxybenzylidene)piperidin-4-one hydrochloride

Conditions
ConditionsYield
With hydrogenchloride; acetic acid at 25 - 30℃; for 2h;98%
With hydrogenchloride In acetic acid at 25 - 30℃; for 2h;98%
piperidin-4-one
41661-47-6

piperidin-4-one

3,5-di-t-butyl-4-hydroxybenzaldehyde
1620-98-0

3,5-di-t-butyl-4-hydroxybenzaldehyde

3,5-bis(3,5-di-tert-butyl-4-hydroxybenz-(E)-ylidene)-4-piperidone hydrochloride

3,5-bis(3,5-di-tert-butyl-4-hydroxybenz-(E)-ylidene)-4-piperidone hydrochloride

Conditions
ConditionsYield
With hydrogenchloride; acetic acid at 25 - 30℃; for 2h;98%
With hydrogenchloride In acetic acid at 25 - 30℃; for 2h;98%
piperidin-4-one
41661-47-6

piperidin-4-one

methyl 6-bromohexanoate
14273-90-6

methyl 6-bromohexanoate

C12H21NO3

C12H21NO3

Conditions
ConditionsYield
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 20℃; for 36h; Inert atmosphere;98%
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 20℃; for 36h; Inert atmosphere;
piperidin-4-one
41661-47-6

piperidin-4-one

2-iodo-propane
75-30-9

2-iodo-propane

1-Isopropyl-4-piperidone
5355-68-0

1-Isopropyl-4-piperidone

Conditions
ConditionsYield
With caesium carbonate In N,N-dimethyl-formamide at 40℃; for 8h; Temperature; Reagent/catalyst;97.2%
piperidin-4-one
41661-47-6

piperidin-4-one

benzyl chloroformate
501-53-1

benzyl chloroformate

benzyl 4-oxo-1-piperidinecarboxylate
19099-93-5

benzyl 4-oxo-1-piperidinecarboxylate

Conditions
ConditionsYield
Stage #1: piperidin-4-one With sodium hydroxide In water; toluene at 0℃; Cooling;
Stage #2: benzyl chloroformate In water; toluene at 20℃; for 2h;
97%
With triethylamine In dichloromethane for 0.5h; Ambient temperature;
piperidin-4-one
41661-47-6

piperidin-4-one

4-methyl-benzaldehyde
104-87-0

4-methyl-benzaldehyde

(3E,5E)-3,5-bis(4-methylbenzylidene)piperidin-4-one
1009817-60-0

(3E,5E)-3,5-bis(4-methylbenzylidene)piperidin-4-one

Conditions
ConditionsYield
With lithium perchlorate; diethylamine at 20℃;96%
piperidin-4-one
41661-47-6

piperidin-4-one

4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

(3E,5E)-3,5-bis(4′-methoxybenzylidene)-piperidin-4-one
919091-64-8

(3E,5E)-3,5-bis(4′-methoxybenzylidene)-piperidin-4-one

Conditions
ConditionsYield
With lithium perchlorate; diethylamine at 20℃;96%
With sodium hydroxide In ethanol; water at 5 - 8℃; Aldol Condensation;11.1%
piperidin-4-one
41661-47-6

piperidin-4-one

epichlorohydrin
106-89-8

epichlorohydrin

A

C8H13NO2
1310417-72-1

C8H13NO2

B

1-(3-chloro-2-hydroxypropyl)piperidin-4-one
1425504-48-8

1-(3-chloro-2-hydroxypropyl)piperidin-4-one

Conditions
ConditionsYield
In water at 20℃; for 1h; Solvent;A 13%
B 96%
piperidin-4-one
41661-47-6

piperidin-4-one

tert-butyl (3-cyano-4,6-dimethylpyridin-2-yl) carbonate

tert-butyl (3-cyano-4,6-dimethylpyridin-2-yl) carbonate

N-tert-butyloxycarbonylpiperidin-4-one
79099-07-3

N-tert-butyloxycarbonylpiperidin-4-one

Conditions
ConditionsYield
In ethanol for 1h; Reflux;96%
piperidin-4-one
41661-47-6

piperidin-4-one

di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

N-tert-butyloxycarbonylpiperidin-4-one
79099-07-3

N-tert-butyloxycarbonylpiperidin-4-one

Conditions
ConditionsYield
With triethylamine In methanol; dichloromethane at 0 - 25℃; for 12h; Inert atmosphere;95%
With triethylamine In dichloromethane at 20℃; for 16h;86%
With sodium hydroxide In tetrahydrofuran for 2h; Ambient temperature;
piperidin-4-one
41661-47-6

piperidin-4-one

4-hydrazinobenzene-1-sulfonamide hydrochloride
17852-52-7, 27918-19-0

4-hydrazinobenzene-1-sulfonamide hydrochloride

4-piperidinone 4-sulfamoylphenylhydrazone

4-piperidinone 4-sulfamoylphenylhydrazone

Conditions
ConditionsYield
With hydrogenchloride In ethanol for 3h; Heating;95%
piperidin-4-one
41661-47-6

piperidin-4-one

4-(methylsulfonyl)phenylhydrazine hydrochloride
17852-67-4

4-(methylsulfonyl)phenylhydrazine hydrochloride

4-piperidinone 4-methanesulfonylphenylhydrazone monohydrochloride

4-piperidinone 4-methanesulfonylphenylhydrazone monohydrochloride

Conditions
ConditionsYield
In ethanol for 2h; Heating;95%
piperidin-4-one
41661-47-6

piperidin-4-one

benzaldehyde
100-52-7

benzaldehyde

3,5-dibenzylidenepiperidin-4-one
132766-61-1, 145888-81-9

3,5-dibenzylidenepiperidin-4-one

Conditions
ConditionsYield
With lithium perchlorate; diethylamine at 20℃;95%
With potassium hydroxide In water at 20℃; for 24h; Aldol Condensation;
piperidin-4-one
41661-47-6

piperidin-4-one

3-oxo-3-pyrrolidin-1-yl-propionitrile
14227-95-3

3-oxo-3-pyrrolidin-1-yl-propionitrile

(2-amino-4,5,6,7-tetrahydrothieno[2,3-c]pyridin-3-yl)pyrrolidin-1-ylmethanone
1099600-09-5

(2-amino-4,5,6,7-tetrahydrothieno[2,3-c]pyridin-3-yl)pyrrolidin-1-ylmethanone

Conditions
ConditionsYield
With sulfur; diethylamine In ethanol at 20℃;95%
piperidin-4-one
41661-47-6

piperidin-4-one

chloroform
67-66-3

chloroform

1-formyl-4-piperidone
383193-66-6

1-formyl-4-piperidone

Conditions
ConditionsYield
With sodium ethanolate at 50℃; Riemer-Tiemann reaction; Inert atmosphere;95%
piperidin-4-one
41661-47-6

piperidin-4-one

2-Trifluoromethylbenzaldehyde
447-61-0

2-Trifluoromethylbenzaldehyde

N-3,5-bis-(2-(trifluoromethyl)benzylidene)piperidin-4-one

N-3,5-bis-(2-(trifluoromethyl)benzylidene)piperidin-4-one

Conditions
ConditionsYield
With sodium hydroxide In ethanol at 8℃; for 12h;95%
In ethanol
piperidin-4-one
41661-47-6

piperidin-4-one

6-chloro-2-methylpyridine-3-carboxylic acid
137129-98-7

6-chloro-2-methylpyridine-3-carboxylic acid

1-(6-chloro-2-methylpyridine-3-carbonyl)piperidin-4-one

1-(6-chloro-2-methylpyridine-3-carbonyl)piperidin-4-one

Conditions
ConditionsYield
With N-[(dimethylamino)-1H-1,2,3-triazolo[4,5-b]pyridine-1-ylmethylene]-N-methylmethanaminium hexafluorophosphate N-oxide; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 2h; Inert atmosphere;95%
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In dichloromethane at 20℃; for 4h; Inert atmosphere;81%
piperidin-4-one
41661-47-6

piperidin-4-one

propynoic acid methyl ester
922-67-8

propynoic acid methyl ester

diphenyldisulfane
882-33-7

diphenyldisulfane

C15H17NO3S

C15H17NO3S

Conditions
ConditionsYield
With iodine; potassium carbonate In acetonitrile at 60℃; for 4h; regioselective reaction;95%
piperidin-4-one
41661-47-6

piperidin-4-one

4-chlorobenzaldehyde
104-88-1

4-chlorobenzaldehyde

(3E,5E)-3,5-bis(4-chlorobenzylidene)-4-piperidone
919091-60-4

(3E,5E)-3,5-bis(4-chlorobenzylidene)-4-piperidone

Conditions
ConditionsYield
With lithium perchlorate; diethylamine at 20℃;94%
With potassium hydroxide In water at 20℃; for 24h; Aldol Condensation;
piperidin-4-one
41661-47-6

piperidin-4-one

ethyl 2-cyanoacetate
105-56-6

ethyl 2-cyanoacetate

ethyl 2-amino-4,5,6,7-tetrahydrothieno[2,3-c]pyridine-3-carboxylate
24237-44-3

ethyl 2-amino-4,5,6,7-tetrahydrothieno[2,3-c]pyridine-3-carboxylate

Conditions
ConditionsYield
With sulfur; triethylamine In water at 20℃; for 2h; Gewald Aminoheterocycles Synthesis;94%
With morpholine; sulfur In ethanol at 50℃;
With morpholine; sulfur In ethanol for 6h; Gewald reaction; Inert atmosphere; Reflux;
With morpholine; octasulfur In ethanol at 20℃; for 24h;
With sulfur; triethylamine In ethanol for 12h; Gewald Aminoheterocycles Synthesis; Reflux;
piperidin-4-one
41661-47-6

piperidin-4-one

2-(6-(3-(difluoromethoxy)-5-fluorophenyl)-1-((3-(trifluoromethyl)phenyl)sulfonyl)indolin-2-yl)acetic acid

2-(6-(3-(difluoromethoxy)-5-fluorophenyl)-1-((3-(trifluoromethyl)phenyl)sulfonyl)indolin-2-yl)acetic acid

1-(2-(6-(3-(difluoromethoxy)-5-fluorophenyl)-1-((3-(trifluoromethyl)phenyl)sulfonyl)indolin-2-yl)acetyl)piperidin-4-one

1-(2-(6-(3-(difluoromethoxy)-5-fluorophenyl)-1-((3-(trifluoromethyl)phenyl)sulfonyl)indolin-2-yl)acetyl)piperidin-4-one

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine; HATU In dichloromethane at 30℃;94%

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