4-Hydroxypiperidine supplier

Name
4-Hydroxypiperidine
EINECS 226-373-1
CAS No. 5382-16-1
Article Data36
CAS DataBase
Density 1.016 g/cm³
Solubility soluble in water
Melting Point 86-90 °C
Formula C₅H₁₁NO
Boiling Point 222 °C at 760 mmHg
Molecular Weight 101.148
Flash Point 107.8 °C
Transport Information UN 3263
Appearance yellow to yellow-orange wet solid
Safety 26-36-37/39-45-36/37/39-27
Risk Codes 36/37/38-34
Molecular Structure
Hazard Symbols Xi, C
Synonyms Piperidin-4-ol;4-Piperidinol;3,4,5,6-tetrahydro-2H-pyridin-4-ol;4-Hydroxypiperidin;
PSA 32.26000
LogP 0.05950

Synthetic route

: 626-64-2
pyridin-4-ol

: 5382-16-1
4-HYDROXYPIPERIDINE

Conditions

Conditions	Yield
In methanol; water	100%
With water; ruthenium Hydrogenation;
With water; pyrographite; ruthenium at 140℃; under 87525.4 Torr; Hydrogenation;
With hydrogenchloride; 5% active carbon-supported ruthenium; hydrogen In water at 95℃; under 26252.6 Torr; for 24h; Reagent/catalyst; Time; Autoclave;	99.5 %Chromat.

: 4-Hydroxy-piperidine-1-carboxylic acid (E)-3-phenyl-allyl ester

A: 5382-16-1
4-HYDROXYPIPERIDINE

B: 873-66-5
1-propenylbenzene

Conditions

Conditions	Yield
With phenol In acetonitrile Electrochemical reaction;	A 100% B n/a

: 109384-19-2
t-butyl 4-hydroxy piperidine-1-carboxylate

: 5382-16-1
4-HYDROXYPIPERIDINE

Conditions

Conditions	Yield
With water at 100℃; for 10h;	97%
With trifluoroacetic acid In dichloromethane at 20℃; for 1h;

: 65214-82-6
4-hydroxy-piperidine-1-carboxylic acid ethyl ester

: 5382-16-1
4-HYDROXYPIPERIDINE

Conditions

Conditions	Yield
With potassium hydroxide In ethanol at 130℃; for 3h; Heating;	83%

: 6612-51-7
1-trimethylsilanyl-1,2,3,6-tetrahydro-pyridine

A: 6859-99-0
3-hydroxypiperazine

B: 5382-16-1
4-HYDROXYPIPERIDINE

Conditions

Conditions	Yield
	A 75% B 25%

: 79508-92-2
1-allylpiperidin-4-ol

: 5382-16-1
4-HYDROXYPIPERIDINE

Conditions

Conditions	Yield
Grubbs catalyst first generation In toluene for 4h; Heating;	52%

: 383865-57-4
4-methoxy-7-morpholin-4-yl-benzothiazol-2-yl-amine

A: 5382-16-1
4-HYDROXYPIPERIDINE

B: 4-hydroxy-N-(4-methoxy-7-morpholin-4-yl-benzo[d]thiazol-2-yl)piperidine-1-carboxamide

Conditions

Conditions	Yield
	A n/a B 50%

: 13169-00-1
Methoxyallene

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

A: 5382-16-1
4-HYDROXYPIPERIDINE

B: N-(tert-butoxycarbonyl)-4-[(Z)-3-methoxyprop-2-enyl]piperidin-4-ol

C: N-(tert-butoxycarbonyl)-4-[(E)-3-methoxyprop-2-enyl]piperidin-4-ol

Conditions

Conditions	Yield
With N,N,N,N,N,N-hexamethylphosphoric triamide; samarium diiodide; tert-butyl alcohol In tetrahydrofuran at 20℃; for 16h; Title compound not separated from byproducts;	A 11% B n/a C n/a

...Expand

: 13880-89-2
3-hydroxyglutaronitrile

: 5382-16-1
4-HYDROXYPIPERIDINE

Conditions

Conditions	Yield
With ethanol; nickel at 50℃; under 36775.4 Torr; Hydrogenation;

: 13880-89-2
3-hydroxyglutaronitrile

A: 5382-16-1
4-HYDROXYPIPERIDINE

B: 38595-00-5
1,5-diamino-3-hydroxypentane

Conditions

Conditions	Yield
With ethanol; nickel at 50℃; under 36775.4 Torr; Hydrogenation;

4-oxy-pyridine: 4-oxy-pyridine

: 5382-16-1
4-HYDROXYPIPERIDINE

Conditions

Conditions	Yield
With ethanol; sodium
With hydrogen; acetic acid; platinum

: 29976-53-2
N-ethoxycarbonyl-4-piperidone

: 5382-16-1
4-HYDROXYPIPERIDINE

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: isobutyl bromide, Mg / diethyl ether / 10 h / Heating 2: 83 percent / KOH / ethanol / 3 h / 130 °C / Heating View Scheme

: 3,6-bis[(4'-hydroxypiperidino-acetyl)amino]-acridine hydrate

A: 5382-16-1
4-HYDROXYPIPERIDINE

B: 51462-38-5
N,N’-(2-chloroacetamidyl)-3,6-acridine

: 5382-16-1
4-HYDROXYPIPERIDINE

: 76-83-5
trityl chloride

: 227100-23-4
N-triphenylmethyl-4-hydroxypiperidine

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃;	100%
With triethylamine In dichloromethane at 20℃; for 14h;	82%
With triethylamine In dichloromethane at 0℃; for 1h;
With potassium carbonate In N-methyl-acetamide

: 5382-16-1
4-HYDROXYPIPERIDINE

: 67852-85-1
glutaric acid chloride monobenzyl ester

: N-(benzylglutaryl)-4-hydroxypiperidine

Conditions

Conditions	Yield
In dichloromethane for 0.0833333h;	100%

: 5382-16-1
4-HYDROXYPIPERIDINE

: 24424-99-5
di-tert-butyl dicarbonate

: 109384-19-2
t-butyl 4-hydroxy piperidine-1-carboxylate

Conditions

Conditions	Yield
With sodium hydroxide In water; tert-butyl alcohol at 20℃;	100%
With sodium carbonate In dichloromethane; water for 72h;	100%
With sodium carbonate In dichloromethane; water for 72h; Inert atmosphere;	100%

: 5382-16-1
4-HYDROXYPIPERIDINE

: 109384-19-2
t-butyl 4-hydroxy piperidine-1-carboxylate

Conditions

Conditions	Yield
With tert-butyldicarbonate; triethylamine In dichloromethane at 0℃; for 21h;	100%

: 5382-16-1
4-HYDROXYPIPERIDINE

: 201338-62-7
N,N-tert-butoxycarbonyldehydroalanine

: 635712-79-7
(+/-)-2-(di-tert-butoxycarbonylamino)-3-(4-hydroxy-piperidin-1-yl)-propionic acid methyl ester

Conditions

Conditions	Yield
In acetonitrile Nitrogen atmosphere;	100%

: 5382-16-1
4-HYDROXYPIPERIDINE

: 16110-09-1
2,5 dichloropyridine

: 260441-44-9
2-(4-piperidinyloxy)-5-chloropyridine

Conditions

Conditions	Yield
Stage #1: 4-HYDROXYPIPERIDINE; 2,5 dichloropyridine With sodium hydride In 1,2-dimethoxyethane at 82℃; for 48h; Stage #2: With water In 1,2-dimethoxyethane	100%
With NaH In 1,2-dimethoxyethane; mineral oil

: 5382-16-1
4-HYDROXYPIPERIDINE

: 34619-03-9
tert-butyldicarbonate

: 109384-19-2
t-butyl 4-hydroxy piperidine-1-carboxylate

Conditions

Conditions	Yield
With sodium hydrogencarbonate In dichloromethane for 15h;	100%
In tetrahydrofuran at 20℃;	98.3%
With triethylamine In tetrahydrofuran at 20℃;	98.3%

: 5382-16-1
4-HYDROXYPIPERIDINE

: 16182-04-0
Ethoxycarbonyl isothiocyanate

: (4-hydroxypiperidine-1-carbothioyl)carbamic acid ethyl ester

Conditions

Conditions	Yield
In tetrahydrofuran at 0 - 20℃;	100%

: 5382-16-1
4-HYDROXYPIPERIDINE

: 67-64-1
acetone

: 5570-78-5
1-isopropylpiperidin-4-ol

Conditions

Conditions	Yield
Stage #1: 4-HYDROXYPIPERIDINE; acetone With acetic acid In tetrahydrofuran at 0℃; for 0.25h; Stage #2: With sodium tris(acetoxy)borohydride In tetrahydrofuran at 20 - 40℃; for 2.75h; Stage #3: With ammonia In water for 0.5h; pH=9;	100%
Stage #1: 4-HYDROXYPIPERIDINE; acetone With acetic acid In tetrahydrofuran at 0℃; for 0.25h; Stage #2: With sodium tris(acetoxy)borohydride In tetrahydrofuran at 20 - 40℃; for 2.83333h; Stage #3: With ammonia; water for 0.5h; pH=9;	100%
Stage #1: 4-HYDROXYPIPERIDINE; acetone With acetic acid In 1,2-dichloro-ethane at 20℃; for 12h; Inert atmosphere; Stage #2: With sodium tris(acetoxy)borohydride In 1,2-dichloro-ethane at 20℃; for 12h;	29%
Stage #1: 4-HYDROXYPIPERIDINE; acetone With sodium sulfate In chloroform at 20℃; for 24h; Stage #2: With sodium tris(acetoxy)borohydride In chloroform at 20℃; Stage #3: With methanol In chloroform at 20℃;
Stage #1: 4-HYDROXYPIPERIDINE; acetone In 1,2-dichloro-ethane at 20℃; for 1.5h; Stage #2: With sodium tris(acetoxy)borohydride In 1,2-dichloro-ethane at 20℃; for 18h;

: 5382-16-1
4-HYDROXYPIPERIDINE

: 4023-00-1
1H-Pyrazole-1-carboxamidine

: 887624-46-6
4-hydroxypiperidine-1-carboximidamide

Conditions

Conditions	Yield
With triethylamine In acetonitrile at 60℃; for 12h;	100%

: 5382-16-1
4-HYDROXYPIPERIDINE

: 1207547-20-3
(E)-1-((11-(1-cyanoethylidene)-6,11-dihydrodibenzo[b,e]oxepin-8-yl)methyl)-2-propyl-1H-benzo[d]imidazole-4-carboxylic acid

: 1207547-22-5
(E)-2-{8-[4-(4-hydroxy-1-piperidinecarbonyl)-2-propylbenzimidazol-1-yl]methyl-6,11-dihydrodibenzo[b,e]oxepin-11-ylidene}propiononitrile

Conditions

Conditions	Yield
With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In N,N-dimethyl-formamide at 20℃; for 15h;	100%

: 5382-16-1
4-HYDROXYPIPERIDINE

: 57709-49-6
2-bromo-5-ethyl-[1,3,4]thiadiazole

: 1236284-56-2
1-(5-ethyl-1,3,4-thiadiazol-2-yl)piperidin-4-ol

Conditions

Conditions	Yield
In ethanol at 140℃; for 1h; microwave reactor;	100%

: 5382-16-1
4-HYDROXYPIPERIDINE

: 19064-67-6
6-chloro-2H-pyridazin-3-one

: 1542135-82-9
6-(4-hydroxypiperidin-1-yl)pyridazin-3(2H)-one

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine at 120℃; for 8h;	100%
With N-ethyl-N,N-diisopropylamine at 120℃; for 8h;	100%
In butan-1-ol at 140℃; for 214h;	67%

: 5382-16-1
4-HYDROXYPIPERIDINE

: 7461-50-9
2-chloropyrimidin-4-amine

: 2-(4-hydroxypiperidin-1-yl)pyrimidin-4-amine

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In isopropyl alcohol at 150℃; for 0.5h; Microwave irradiation;	100%

: 5382-16-1
4-HYDROXYPIPERIDINE

: bis(acetato-O)[(3S)-9,10-difluoro-2,3-dihydro-3-methyl-7-dihydro-7H-pyrido[1,2,3-de][1,4]benzoxazine-6-carboxylato-O6,O7]boron

: bis(acetato-O)[(3S)-9-fluoro-10-(4-hydroxypiperidin-1-yl)-2,3-dihydro-3-methyl-7-dihydro-7H-pyrido[1,2,3-de][1,4]benzoxazine-6-carboxylato-O6,O7]boron

Conditions

Conditions	Yield
With triethylamine In acetonitrile at 70 - 80℃;	100%
With triethylamine In water; acetonitrile at 65℃; for 3h;
With triethylamine In acetonitrile at 65℃; for 3.5h; Large scale;	10.7 kg

: 5382-16-1
4-HYDROXYPIPERIDINE

: bis(acetato-O)[(3R)-9,10-difluoro-3-(2-fluoromethyl)-2,3-dihydro-7-dihydro-7H-pyrido[1,2,3-de][1,4]benzoxazine-6-carboxylato-O6,O7]boron

: C22H23BF2N2O9

Conditions

Conditions	Yield
With triethylamine In acetonitrile at 70 - 80℃;	100%

: 5382-16-1
4-HYDROXYPIPERIDINE

: (4,8-dibutyrylbenzo[1,2-d:4,5-d']bis[1,3]dioxol-2-yl)acetic acid

: 1,1′-{2-[2-(4-hydroxypiperidin-1-yl)-2-oxoethyl]benzo(1,2-d:4,5-d′)bis([1,3]dioxole)-4,8-diyl}bis(butan-1-one)

Conditions

Conditions	Yield
With benzotriazol-1-ol; dicyclohexyl-carbodiimide In dichloromethane at 20℃; Inert atmosphere; Schlenk technique;	100%

: 5382-16-1
4-HYDROXYPIPERIDINE

: 6-methyl-4-(methylthio)-1-{[5-(trifluoromethyl)thiophen-2-yl]methyl}-1,3,5-triazin-2(1H )-one

: 4-(4-hydroxypiperidin-1-yl)-6-methyl-1-{[5-(trifluoromethyl)thiophen-2-yl]methyl}-1,3,5-triazin-2(1H)-one

Conditions

Conditions	Yield
In 1,4-dioxane for 10h; Reflux;	100%

: 5382-16-1
4-HYDROXYPIPERIDINE

: 121-51-7
3-nitrobenzenesulphonyl chloride

: 873537-43-0
1-((3-nitrophenyl)sulfonyl)piperidin-4-ol

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 1h;	100%
Stage #1: 4-HYDROXYPIPERIDINE With triethylamine In dichloromethane at 0℃; for 0.166667h; Stage #2: 3-nitrobenzenesulphonyl chloride In dichloromethane at 20℃; for 1h;

: 5382-16-1
4-HYDROXYPIPERIDINE

: tert-butyl (3R)-3-[(6-chloro-5-fluoro-2-pyrazolo[1,5-a]pyridin-3-ylpyrimidin-4-yl)oxy]piperidine-1-carboxylate

: tert-butyl (3R)-3-{[5-fluoro-6-(4-hydroxypiperidin-1-yl)-2-pyrazolo[1,5-a]pyridin-3-ylpyrimidin-4-yl]oxy}piperidine-1-carboxylate

Conditions

Conditions	Yield
In N,N-dimethyl acetamide at 110℃; for 1h;	100%

: 5382-16-1
4-HYDROXYPIPERIDINE

: 3-((2-chloro-3-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)phenyl)amino)benzo[d]isothiazole-5-carbaldehyde

: 1-((3-((2-chloro-3-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)phenyl)amino)benzo[d]isothiazol-5-yl)methyl)piperidin-4-ol

Conditions

Conditions	Yield
Stage #1: 4-HYDROXYPIPERIDINE; 3-((2-chloro-3-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)phenyl)amino)benzo[d]isothiazole-5-carbaldehyde With acetic acid In N,N-dimethyl-formamide at 20℃; for 1h; Stage #2: With sodium cyanoborohydride In N,N-dimethyl-formamide at 20℃; for 3h;	100%

: 5382-16-1
4-HYDROXYPIPERIDINE

: 36236-76-7
4-(bromomethyl)-2,2-dimethyl-1,3-dioxolane

: 64445-06-3
1-(2,2-dimethyl-1,3-dioxolan-4-ylmethyl)-4-piperidinol

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide for 16h; Heating;	99.8%

: 5382-16-1
4-HYDROXYPIPERIDINE

: 3-fluorophthalic acid diethyl ester

: 1234368-91-2
C17H23NO5

Conditions

Conditions	Yield
In dimethyl sulfoxide at 80℃;	99.4%

: 5382-16-1
4-HYDROXYPIPERIDINE

: 326818-08-0
4-[5-(Bromomethyl)-3-(4-fluoro-phenyl)-isoxazol-4-yl]-2-methanesulfonyl-pyrimidine

: 673451-66-6
C20H21FN4O4S

Conditions

Conditions	Yield
With triethylamine In acetonitrile at 20℃; for 1.5h;	99.2%

: 5382-16-1
4-HYDROXYPIPERIDINE

: 613-90-1
benzoyl cyanide

: 80213-01-0
(4-hydroxy-1-piperidinyl)(phenyl)methanone

Conditions

Conditions	Yield
In dichloromethane at -10℃;	99%
In dichloromethane Ambient temperature;	95%

4-Hydroxypiperidine Specification

The IUPAC name of 4-Hydroxypiperidine is piperidin-4-ol. With the CAS registry number 5382-16-1, it is also named as 4-Piperidinol; NSC 62083; AI3-39158. The product's categories are alcohols and derivatives, amines and anilines, piperidines, piperidones, piperazines, pyrans, piperidines & piperazines, piperidine, heterocyclic compounds and pyrans and piperidines & piperazines. It is yellow to yellow-orange wet solid which is soluble in water.

The other characteristics of this product can be summarized as: (1)ACD/LogP: -0.52; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -3.61; (4)ACD/LogD (pH 7.4): -3.33; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 2; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 1; (12)Index of Refraction: 1.474; (13)Molar Refractivity: 27.99 cm³; (14)Molar Volume: 99.4 cm³; (15)Polarizability: 11.09×10^-24 cm³; (16)Surface Tension: 33.7 dyne/cm; (17)Enthalpy of Vaporization: 53.31 kJ/mol; (18)Vapour Pressure: 0.0214 mmHg at 25°C; (19)Exact Mass: 101.084064; (20)MonoIsotopic Mass: 101.084064; (21)Topological Polar Surface Area: 32.3; (22)Heavy Atom Count: 7.

Uses of 4-Hydroxypiperidine: 1. It can react with 2-bromomethyl-[1,3]dioxolane to get 1-(1,3-dioxolan-2-ylmethyl)-4-piperidinol. This reaction needs reagent K₂CO₃ and solvent acetonitrile by heating. The reaction time is 15 hours. The yield is 83.5%.

2. It also reacts with 4-chloromethyl-[1,3]dioxolane to obtain 1-[1,3]dioxolan-4-ylmethyl-piperidin-4-ol. This reaction needs reagent K₂CO₃ and solvent acetonitrile by heating. The reaction time is 16 hours. The yield is 56.4%.

When you are using this chemical, please be cautious about it as the following:
It can causes burns. And it is irritating to eyes, respiratory system and skin. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. Take off immediately all contaminated clothing. If you want to contact this product, you must wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)

People can use the following data to convert to the molecule structure.
1. SMILES: OC1CCNCC1;
2. InChI: InChI=1/C5H11NO/c7-5-1-3-6-4-2-5/h5-7H,1-4H2.

Product Name

4-Hydroxypiperidine

Synthetic route

4-Hydroxypiperidine Specification

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