4-Piperidinemethanol supplier

Name
4-Piperidinemethanol
EINECS -0
CAS No. 6457-49-4
Article Data45
CAS DataBase
Density 0.951 g/cm³
Solubility Soluble in water
Melting Point 55-59 °C(lit.)
Formula C₆H₁₃NO
Boiling Point 198.2 °C at 760 mmHg
Molecular Weight 115.175
Flash Point 92.3 °C
Transport Information UN 3263 8/PG 2
Appearance white to off-white crystalline powder, chunks
Safety 26-27-36/37/39-45
Risk Codes 34-22
Molecular Structure
Hazard Symbols C, Xi
Synonyms (4-Piperidinyl)methanol;(4-Piperidyl)methanol;4-(Hydroxymethyl)piperidine;4-Piperidine-1-methanol;
PSA 32.26000
LogP 0.30710

Synthetic route

: 1126-09-6
4-carbethoxypiperidine

: 6457-49-4
4-piperidinemethanol

Conditions

Conditions	Yield
Stage #1: 4-carbethoxypiperidine With lithium aluminium tetrahydride In tetrahydrofuran at 20℃; Stage #2: With sodium hydroxide; water In tetrahydrofuran at 20℃; for 0.5h;	100%
Stage #1: 4-carbethoxypiperidine With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃; Stage #2: With ethanol; water In tetrahydrofuran at 0℃;	100%
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃;	92%

: 2971-79-1
isonipecotic acid methyl ester

: 6457-49-4
4-piperidinemethanol

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In tetrahydrofuran at 20℃; for 20h; Inert atmosphere;	90%

: 498-94-2
isonipecotic acid

: 6457-49-4
4-piperidinemethanol

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In tetrahydrofuran at 21℃; for 24h;	80%
Multi-step reaction with 2 steps 1: ethanolic HCl 2: ethanol; sodium View Scheme
With sodium hydroxide; LiAlH4 In tetrahydrofuran; water

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

A: 6457-49-4
4-piperidinemethanol

B: 4-(hydroxymethyl)-N-(4-methoxy-7-morpholinobenzo[d]thiazol-2-yl)piperidine-1-carboxamide

Conditions

Conditions	Yield
	A n/a B 31%

: 622387-50-2
4-(4-hydroxy-piperidine-1-sulfonyl)-tetrahydro-pyran-4-carboxylic acid tert-butyl ester

: 4282-40-0
1-Iodoheptane

: 6457-49-4
4-piperidinemethanol

Conditions

Conditions	Yield
Stage #1: 4-(4-hydroxy-piperidine-1-sulfonyl)-tetrahydro-pyran-4-carboxylic acid tert-butyl ester With sodium hydride In tetrahydrofuran at 20℃; for 0.5h; Stage #2: 1-Iodoheptane In tetrahydrofuran at 50℃; for 26h;	20%

: 399580-55-3
4-(methoxymethyl)piperidine

: 6457-49-4
4-piperidinemethanol

Conditions

Conditions	Yield
With water; hydrogen bromide

: 586-95-8
pyridine-4-methanol

: 6457-49-4
4-piperidinemethanol

Conditions

Conditions	Yield
With sulfuric acid; water; platinum at 65℃; Hydrogenation;
With hydrogenchloride; PtO2 In ethanol; water

: 1570-45-2
isonicotinic acid ethylester

A: 6457-49-4
4-piperidinemethanol

B: 1126-09-6
4-carbethoxypiperidine

Conditions

Conditions	Yield
With sodium; butan-1-ol

: 1570-45-2
isonicotinic acid ethylester

: 71-36-3
butan-1-ol

sodium: sodium

A: 6457-49-4
4-piperidinemethanol

B: 1126-09-6
4-carbethoxypiperidine

...Expand

: 101990-69-6
(2,6-dichloropyridin-4-yl)methanol

: 6457-49-4
4-piperidinemethanol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: methanol. KOH-solution; palladium/barium carbonate / Hydrogenation 2: sulfuric acid; water; platinum / 65 °C / Hydrogenation View Scheme

: 99-11-6
citrazinic acid

: 6457-49-4
4-piperidinemethanol

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: POCl3; PCl5 / 180 °C 2: aqueous hydrochloric acid; tin 3: methanol. KOH-solution; palladium/barium carbonate / Hydrogenation 4: sulfuric acid; water; platinum / 65 °C / Hydrogenation View Scheme

: 5398-44-7
2,6-dichloropyridine-4-carboxylic acid

: 6457-49-4
4-piperidinemethanol

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: aqueous hydrochloric acid; tin 2: methanol. KOH-solution; palladium/barium carbonate / Hydrogenation 3: sulfuric acid; water; platinum / 65 °C / Hydrogenation View Scheme

: 858263-30-6
4-methoxymethyl-piperidin-2-one

: 6457-49-4
4-piperidinemethanol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: butan-1-ol; sodium 2: water; hydrobromic acid View Scheme

: 99190-03-1
4-methoxymethyl-2-oxo-piperidine-3-carboxylic acid ethyl ester

: 6457-49-4
4-piperidinemethanol

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: aqueous KOH-solution / anschliessend mit wss.Schwefelsaeure und Erwaermen des Reaktionsprodukts auf 100grad 2: butan-1-ol; sodium 3: water; hydrobromic acid View Scheme

: 586-95-8
pyridine-4-methanol

: 63608-14-0
N-benzoyl-4-phenoxymethylpiperidine

: 6457-49-4
4-piperidinemethanol

Conditions

Conditions	Yield
In methanol

: 5325-94-0
N-Ethoxycarbonylpiperidine

: 6457-49-4
4-piperidinemethanol

Conditions

Conditions	Yield
With sodium hydroxide In tetrahydrofuran; water

: 123855-51-6
tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate

: 6457-49-4
4-piperidinemethanol

Conditions

Conditions	Yield
With hydrogenchloride In ethyl acetate at 10℃; for 2h;

: 872-85-5
pyridine-4-carbaldehyde

A: 6457-49-4
4-piperidinemethanol

B: 108-89-4
picoline

C: 586-95-8
pyridine-4-methanol

Conditions

Conditions	Yield
With palladium 10% on activated carbon; hydrogen; acetic acid at 24 - 28℃; for 15h;	A 14 %Spectr. B 32 %Spectr. C 54 %Spectr.

...Expand

: 6457-49-4
4-piperidinemethanol

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

: 123855-51-6
tert-butyl 4-(hydroxymethyl)piperidin-1-carboxylate

Conditions

Conditions	Yield
In dichloromethane	100%
In tetrahydrofuran; ethyl acetate at 20℃; for 14h;	100%
With sodium carbonate In tetrahydrofuran; water at 95℃; for 2.5h;	100%

: 6457-49-4
4-piperidinemethanol

: 107-31-3
Methyl formate

: 835633-50-6
N-formyl-4-piperidinemethanol

Conditions

Conditions	Yield
Stage #1: 4-piperidinemethanol; Methyl formate at 0 - 20℃; for 2h; Stage #2: With sodium hydroxide Stage #3: With hydrogenchloride In diethyl ether; dichloromethane	100%
Stage #1: 4-piperidinemethanol; Methyl formate at 0 - 20℃; for 2h; Stage #2: With sodium hydroxide at 20℃; Stage #3: With hydrogenchloride In diethyl ether; dichloromethane	100%
In dichloromethane at 20℃; for 2h;

: 6457-49-4
4-piperidinemethanol

: 1795-48-8
Isopropyl isocyanate

: 1061458-92-1
4-hydroxymethyl-piperidine-1-carboxylic acid isopropylamide

Conditions

Conditions	Yield
In dichloromethane at 0 - 20℃;	100%
In dichloromethane at 0 - 20℃; for 3h;	100%

: 6457-49-4
4-piperidinemethanol

: 4548-45-2
2-chloro-5-nitropyridine

: 1227935-27-4
(1-(5-nitropyridin-2-yl)piperidin-4-yl)methanol

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 100℃;	100%
In ethanol at 80℃; for 2h;	50.4%
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 100℃; for 4h;

: 6457-49-4
4-piperidinemethanol

: 1191-95-3
cyclobutanone

: 1425972-60-6
(1-cyclobutylpiperidin-4-yl)methanol

Conditions

Conditions	Yield
With sodium tris(acetoxy)borohydride In dichloromethane at 20℃; for 0.666667h;	100%

: 6457-49-4
4-piperidinemethanol

: 612-62-4
2-Chloroquinoline

: [1-(quinolin-2-yl)piperidin-4-yl]methanol

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 110℃; for 24h;	100%

: 6457-49-4
4-piperidinemethanol

: 5292-43-3
bromoacetic acid tert-butyl ester

: tert-butyl 2-(4-(hydroxymethyl)piperidin-1-yl)acetate

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 25℃; for 16h;	100%

: 6457-49-4
4-piperidinemethanol

: 406679-31-0
5-({[1-(3-methoxy-phenyl)methanoyl]-amino}-methyl)-thiophene-2-sulfonyl chloride

: 406679-43-4
N-[(5-{[4-(hydroxymethyl)piperidin-1-yl]sulfonyl}thien-2-yl)methyl]-3-methoxybenzamide

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In DMF (N,N-dimethyl-formamide); dichloromethane	99.9%

: 6457-49-4
4-piperidinemethanol

: 350-46-9
4-Fluoronitrobenzene

: 471937-85-6
[1-(4-Nitrophenyl)piperidin-4-yl]-methanol

Conditions

Conditions	Yield
In dimethyl sulfoxide at 80℃; for 1h;	99%
With potassium carbonate In acetonitrile at 60℃;	78%
With potassium carbonate In 1,4-dioxane at 100℃; for 108h;	72%
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 100℃;

: 6457-49-4
4-piperidinemethanol

: 148550-51-0
ethyl 2-(methylsulfonyl)pyrimidine-5-carboxylate

: 875318-46-0
ethyl 2-(4-(hydroxymethyl)piperidin-1-yl )pyrimidine-5-carboxylate

Conditions

Conditions	Yield
Stage #1: 4-piperidinemethanol With potassium carbonate In N,N-dimethyl-formamide; acetonitrile at 20℃; for 0.166667h; Stage #2: ethyl 2-(methylsulfonyl)pyrimidine-5-carboxylate In N,N-dimethyl-formamide; acetonitrile for 0.333333h;	99%
With potassium carbonate In acetonitrile at 10 - 20℃; for 4h;	54%
With potassium carbonate In acetonitrile at 10 - 20℃; for 4h;	20%
With potassium carbonate In acetonitrile at 10 - 20℃; for 4h;	20%

: 6457-49-4
4-piperidinemethanol

: 108-24-7
acetic anhydride

: 846057-27-0
1-(4-(hydroxymethyl)piperidin-1-yl)ethan-1-one

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃; for 18h; chemoselective reaction;	99%
With triethylamine In dichloromethane at 20℃; for 16h; Cooling with ice;	67%
With triethylamine In chloroform at 20℃; for 2h;	4.87 g
With triethylamine In dichloromethane at 0 - 20℃; for 16h;

: 6457-49-4
4-piperidinemethanol

: 1198055-57-0
4-(2-chlorophenyl)-2-[(1H-indol-4-ylsulfonyl)amino]butanoic acid

: 1198056-25-5
N-[3-(2-chlorophenyl)-1-{[4-(hydroxymethyl)piperidin-1-yl]carbonyl}propyl]-1H-indole-4-sulfonamide

Conditions

Conditions	Yield
With dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide for 4h;	99%

: 6457-49-4
4-piperidinemethanol

: 369-34-6
3,4-difluoronitrobenzene

: 1260805-31-9
(1-(2-fluoro-4-nitrophenyl)piperidin-4-yl)methanol

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 0 - 25℃; for 12h;	98.8%
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 100℃;

: 6457-49-4
4-piperidinemethanol

: 100-39-0
benzyl bromide

: 67686-01-5
1-benzyl-4-piperidinemethanol

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In acetonitrile at 20 - 60℃; for 12h;	98%
With N-ethyl-N,N-diisopropylamine In acetonitrile at 60℃;	78.65%
With caesium carbonate In acetone; toluene at 20℃; for 24h;	63%

: 6457-49-4
4-piperidinemethanol

: 141-30-0
3,6-dichlorpyridazine

: 1094223-48-9
(1-(6-chloropyridazin-3-yl)piperidin-4-yl)methanol

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine at 90℃; for 2h; Inert atmosphere;	98%

: 6457-49-4
4-piperidinemethanol

: 766-11-0
5-bromo-2-fluoropyridine

: 1248250-57-8
[1-(5-bromopyridin-2-yl)piperidin-4-yl]methanol

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 90℃;	97.6%

: 6457-49-4
4-piperidinemethanol

: 1061458-22-7
2-ethylhexyl 4-nitrophenyl carbonate

: 1061458-23-8
2-ethylhexyl 4-(hydroxymethyl)piperidine-1-carboxylate

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃;	97%
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; for 12h;	97%

: 6457-49-4
4-piperidinemethanol

: 141-78-6
ethyl acetate

: 500786-59-4
piperidin-4-ylmethyl acetate

Conditions

Conditions	Yield
With C12F18O13Zn4 for 12h; Reflux; Inert atmosphere; chemoselective reaction;	97%

: 6457-49-4
4-piperidinemethanol

: 141-78-6
ethyl acetate

: 770688-91-0
piperidin-4-ylmethyl propionate

Conditions

Conditions	Yield
Zn4(OCOCF3)6O for 18h; Inert atmosphere; Reflux;	97%

: 6457-49-4
4-piperidinemethanol

: 785-56-8
3,5-bis(trifluoromethyl)phenyl carboxylic acid chloride

: C15H15F6NO2

Conditions

Conditions	Yield
With potassium phosphate In dichloromethane; water at 0 - 20℃; Schotten-Baumann Reaction; Cooling with ice;	97%

: 6457-49-4
4-piperidinemethanol

: 6-chloro-2,2-dimethyl-5-nitro-3H-benzofuran

: (1-(2,2-dimethyl-5-nitro-2,3-dihydrobenzofuran-6-yl)piperidin-4-yl)methanol

Conditions

Conditions	Yield
at 110℃; for 18h;	97%
at 110℃; for 18h;	97%

: 6457-49-4
4-piperidinemethanol

: 705-24-8
4,6-dichloro-2-(trifluoromethyl)pyrimidine

: (1-(6-chloro-2-(trifluoromethyl)pyrimidin-4-yl)piperidin-4-yl)methanol

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 1h;	97%

: 6457-49-4
4-piperidinemethanol

: 124-63-0
methanesulfonyl chloride

: 647025-15-8
(1-(methanesulfonyl)piperidin-4-yl)methyl methanesulfonate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 2.5h;	96%
With triethylamine In DMF (N,N-dimethyl-formamide) at 0 - 20℃; for 16h;
With triethylamine In tetrahydrofuran at 20℃; for 10h; Inert atmosphere;
With triethylamine In dichloromethane at 20℃; for 18h;	1.2 g

: 6457-49-4
4-piperidinemethanol

: 541-41-3
chloroformic acid ethyl ester

: 118156-56-2
ethyl 4-(hydroxymethyl)-1-piperidinecarboxylate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃; for 0.416667h;	96%
With triethylamine In dichloromethane at 0 - 20℃; for 0.416667h;	96%
With triethylamine In dichloromethane at 0 - 20℃;	49%

: 6457-49-4
4-piperidinemethanol

: 98-88-4
benzoyl chloride

: 19980-00-8
1-benzoyl-4-hydroxymethyl-piperidine

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃; for 4.5h;	96%
With triethylamine In dichloromethane at 0 - 20℃; for 16h;	83%
With triethylamine In dichloromethane at 20℃; for 4.5h;	60%
With triethylamine In dichloromethane at 20℃; for 16h;	43%
With triethylamine In dichloromethane for 18h;

: 6457-49-4
4-piperidinemethanol

: 82911-69-1
N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

: 1072502-03-4
C21H23NO3

Conditions

Conditions	Yield
In 1,4-dioxane; water at 20℃; for 16h;	96%

: 6457-49-4
4-piperidinemethanol

: 13139-17-8
N-(Benzyloxycarbonyloxy)succinimide

: 122860-33-7
benzyl 4-(hydroxymethyl)piperidine-N-carboxylate

Conditions

Conditions	Yield
With sodium hydrogencarbonate In tetrahydrofuran; water at 20℃; for 1h;	96%

: 6457-49-4
4-piperidinemethanol

: N-(3-fluorobenzyl)-4,6-bis(perfluorophenoxy)-1,3,5-triazin-2-amine

: (1-(4-((3-fluorobenzyl)amino)-6-(perfluorophenoxy)-1,3,5-triazin-2-yl)piperidin-4-y)methanol

Conditions

Conditions	Yield
Stage #1: N-(3-fluorobenzyl)-4,6-bis(perfluorophenoxy)-1,3,5-triazin-2-amine With N-ethyl-N,N-diisopropylamine In dichloromethane for 0.0833333h; Cooling with ice; Stage #2: 4-piperidinemethanol In dichloromethane at 0 - 20℃; for 48.0833h;	96%

: 6457-49-4
4-piperidinemethanol

: 98-59-9
p-toluenesulfonyl chloride

: 4-(iodomethyl)-1-p-toluenesulfonylpiperidine

Conditions

Conditions	Yield
Stage #1: 4-piperidinemethanol; p-toluenesulfonyl chloride With dmap; triethylamine In dichloromethane at 0 - 20℃; for 12h; Inert atmosphere; Sealed tube; Stage #2: With 1H-imidazole; iodine; triphenylphosphine In dichloromethane at 0 - 20℃; for 12h; Inert atmosphere; Sealed tube;	96%

4-Piperidinemethanol Chemical Properties

Molecular Structure of 4-Piperidinemethanol (CAS NO.6457-49-4):

IUPAC Name: Piperidin-4-ylmethanol
Canonical SMILES: C1CNCCC1CO
InChI: InChI=1S/C6H13NO/c8-5-6-1-3-7-4-2-6/h6-8H,1-5H2
InChIKey: XBXHCBLBYQEYTI-UHFFFAOYSA-N
Molecular Weight: 115.17352 [g/mol]
Molecular Formula: C₆H₁₃NO
XLogP3-AA: -0.1
H-Bond Donor: 2
H-Bond Acceptor: 2
Appearance: white to off-white crystalline powder, chunks
Melting Point: 55-59 °C(lit.)
Index of Refraction: 1.451
Molar Refractivity: 32.63 cm³
Molar Volume: 121 cm³
Surface Tension: 34.8 dyne/cm
Density: 0.951 g/cm³
Flash Point: 92.3 °C
Enthalpy of Vaporization: 50.54 kJ/mol
Boiling Point: 198.2 °C at 760 mmHg
Vapour Pressure: 0.0924 mmHg at 25°C
Sensitive: Hygroscopic
Product Categories: Alcohols and Derivatives; Amines and Anilines; pharmacetical; PiperidineDerivative; Hydroxymethyl's; Pyrans, Piperidines &Piperazines; Piperidine; Alkohols; Pyrans, Piperidines & Piperazines

4-Piperidinemethanol Uses

4-Piperidinemethanol can be used in organic synthesis.

4-Piperidinemethanol Safety Profile

Safety Information of 4-Piperidinemethanol (CAS NO.6457-49-4):
Hazard Codes: Corrosive C, Irritant Xi
Risk Statements: 34-22
R34:Causes burns.
R22:Harmful if swallowed.
Safety Statements: 26-27-36/37/39-45
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S27:Take off immediately all contaminated clothing.
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
RIDADR: UN 3263 8/PG 2
WGK Germany: 3
Hazard Note: Irritant/Hygroscopic
HazardClass: 8
PackingGroup: III

4-Piperidinemethanol Specification

4-Piperidinemethanol (CAS NO.6457-49-4), its Synonyms are 4-Piperidylmethanol ; 4-(Hydroxymethyl)piperidine ; 4-Piperidine-1-methanol .

Product Name

4-Piperidinemethanol

Synthetic route

4-Piperidinemethanol Chemical Properties

4-Piperidinemethanol Uses

4-Piperidinemethanol Safety Profile

4-Piperidinemethanol Specification

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