2-Piperidinemethanol supplier

Name
2-(Hydroxymethyl)piperidine
EINECS 222-333-2
CAS No. 3433-37-2
Article Data25
CAS DataBase
Density 0.951 g/cm³
Solubility Slightly soluble in water.
Melting Point 68-70 °C(lit.)
Formula C₆H₁₃NO
Boiling Point 221.2 °C at 760 mmHg
Molecular Weight 115.175
Flash Point 90.9 °C
Transport Information
Appearance White to slightly brown solid
Safety 26-36
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms 2-Hydroxymethylpiperidine;
PSA 32.26000
LogP 0.44960

Synthetic route

: 127274-92-4
ethyl 6-oxopiperidine-2-carboxylate

: 3433-37-2
piperidin-2-ylmethanol

Conditions

Conditions	Yield
With lithium aluminium tetrahydride	88%

: 2524-52-9
ethyl-2-picolinate

: 3433-37-2
piperidin-2-ylmethanol

Conditions

Conditions	Yield
With ethanol; sodium
With ethanol; nickel at 50℃; under 110326 - 147102 Torr; Hydrogenation;

: 15862-72-3
ethyl pipecolate

: 3433-37-2
piperidin-2-ylmethanol

Conditions

Conditions	Yield
With lithium aluminium tetrahydride; diethyl ether

: 94685-29-7
N-benzoyl-2-<(benzoyloxy)methyl>piperidine

A: 92041-11-7
N-benzoyl-2-(hydroxymethyl)piperidine

B: 3433-37-2
piperidin-2-ylmethanol

Conditions

Conditions	Yield
With lithium hydroxide In tetrahydrofuran; methanol other N,O-diacylated compounds, other reagents;

: 4043-87-2
pipecolic Acid

: 3433-37-2
piperidin-2-ylmethanol

Conditions

Conditions	Yield
With borane In tetrahydrofuran Ambient temperature;
With lithium aluminium tetrahydride

: 1121-60-4
pyridine-2-carbaldehyde

: 3433-37-2
piperidin-2-ylmethanol

Conditions

Conditions	Yield
With hydrogenchloride; hydrogen; platinum(IV) oxide In ethanol under 41253.3 Torr; for 16h;	100 % Spectr.

: 35677-83-9, 41994-45-0, 43041-11-8, 90710-04-6
methyl pipecolinate

: 3433-37-2
piperidin-2-ylmethanol

Conditions

Conditions	Yield
With sodium tetrahydroborate; sodium hydrogencarbonate

: 157634-00-9
tert-butyl 2-(hydroxymethyl)piperidine-1-carboxylate

: 3433-37-2
piperidin-2-ylmethanol

Conditions

Conditions	Yield
With hydrogenchloride In 1,4-dioxane; water at 0 - 20℃; for 2h;

: 70-53-1
2,6-diaminohexanoic acid hydrochloride

A: 110-89-4
piperidine

B: 109-05-7, 3000-79-1
2-Methylpiperidin

C: 3433-37-2
piperidin-2-ylmethanol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: sulfuric acid / water / 20 - 30 °C 1.2: 120 °C / 36228.6 Torr / Autoclave; Sealed tube 2.1: 5% active carbon-supported ruthenium / water / 7 h / 150 °C / 67506.8 Torr / pH 3.1 View Scheme

...Expand

: 25441-01-4
2,6-diamino-1-hexanol

A: 110-89-4
piperidine

B: 109-05-7, 3000-79-1
2-Methylpiperidin

C: 3433-37-2
piperidin-2-ylmethanol

Conditions

Conditions	Yield
With 5% active carbon-supported ruthenium In water at 150℃; under 67506.8 Torr; for 7h; pH=3.1;

...Expand

: 107-13-1
acrylonitrile

: 3433-37-2
piperidin-2-ylmethanol

: 76393-93-6
3-(2-hydroxymethylpiperidin-1-yl)propionitrile

Conditions

Conditions	Yield
In methanol	100%
at 70 - 80℃; for 1h;

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

: 3433-37-2
piperidin-2-ylmethanol

: 157634-00-9
tert-butyl 2-(hydroxymethyl)piperidine-1-carboxylate

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 16h;	100%
In acetonitrile at 20℃; for 24h;	99%
With triethylamine In dichloromethane for 14h; alkoxycarbonylation;	96%

: 3433-37-2
piperidin-2-ylmethanol

: 403620-90-6
6-benzylsulfanyl-2-iodo-9-(tetrahydropyran-2-yl)-9H-purine

: 403620-91-7
{1-[6-benzylsulfanyl-9-(tetrahydropyran-2-yl)-9H-purin-2-yl]-piperidin-2-yl}-methanol

Conditions

Conditions	Yield
With triisopropylamine; 2,4-dichlorophenoxyacetic acid dimethylamine at 110℃; for 4h;	100%
With tri-n-propylamine In N,N-dimethyl acetamide at 120℃;	68%

: 67-56-1
methanol

: 3433-37-2
piperidin-2-ylmethanol

: 20845-34-5
(1-methyl-piperidin-2-yl)-methanol

Conditions

Conditions	Yield
chloro(cyclopentadienyl)bis(triphenylphosphine)ruthenium (II) at 100℃;	100%
With cesiumhydroxide monohydrate; (1,4-dimethyl-5,7-diphenyl-1,2,3,4-tetrahydro-6H-cyclopenta[b]pyrazin-6-one) irontricarbonyl complex3; hydrogen at 110℃; under 7600.51 Torr; Autoclave;	88%

: 55661-08-0
4-methoxy-2,6-dimethylbenzenesulfonyl chloride

: 3433-37-2
piperidin-2-ylmethanol

: 1021373-55-6
[1-(4-methoxy-2,6-dimethyl-phenylsulfonyl)-piperidin-2-yl]-methanol

Conditions

Conditions	Yield
With potassium carbonate In acetone at 50℃; Product distribution / selectivity;	100%
With triethylamine In dichloromethane at 0 - 20℃;	79%
With triethylamine In dichloromethane at 0 - 20℃;	63%

: (R)-1-(3-((3'-(3-bromopropoxy)-2,2'-dimethyl-[1,1'-biphenyl]-3-yl)oxy)propyl)pyrrolidin-3-ol

: 3433-37-2
piperidin-2-ylmethanol

: (3R)-1-(3-((3'-(3-(2-(hydroxymethyl)piperidin-1-yl)propoxy)-2,2'-dimethyl-[1,1'-biphenyl]-3-yl)oxy)propyl)pyrrolidin-3-ol

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In methanol at 65℃; Inert atmosphere;	100%

: 98-59-9
p-toluenesulfonyl chloride

: 3433-37-2
piperidin-2-ylmethanol

: 63587-45-1
Toluene-4-sulfonic acid 1-(toluene-4-sulfonyl)-piperidin-2-ylmethyl ester

Conditions

Conditions	Yield
With pyridine at 20℃; for 18h; Cooling with ice;	99.6%
With dmap; triethylamine In dichloromethane Ambient temperature;

: 2270-59-9
1-bromo-4-methylpent-3-ene

: 3433-37-2
piperidin-2-ylmethanol

: 167750-59-6
(+/-)-<1-(4-methyl-3-pentenyl)-2-piperidyl>methanol

Conditions

Conditions	Yield
With potassium carbonate In toluene at 110℃; for 72h;	99%

: 100-39-0
benzyl bromide

: 3433-37-2
piperidin-2-ylmethanol

: 137650-02-3
(1-benzylpiperidin-2-yl)methanol

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In acetonitrile at 18 - 25℃; for 2h;	99%
With potassium carbonate In ethanol at 80℃; for 12h;	93%
With potassium carbonate In toluene for 16h; Alkylation; Heating;	81%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 3433-37-2
piperidin-2-ylmethanol

: 135938-63-5
2-({[tert-butyl(dimethyl)silyl]oxy}methyl)piperidine

Conditions

Conditions	Yield
With pyridine In dichloromethane at 20℃; for 4h;	99%
With 1H-imidazole In dichloromethane at 20℃; for 4.5h;	99%
With 1H-imidazole In dichloromethane Inert atmosphere;	98%
With 1H-imidazole In N,N-dimethyl-formamide at 20℃;	92%
With dmap; N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; Product distribution / selectivity;

: 3433-37-2
piperidin-2-ylmethanol

: 3433-38-3
(RS)-2-Brommethylpiperidin-hydrobromid

Conditions

Conditions	Yield
With sulfurous dibromide; N,N-dimethyl-formamide In toluene at 50℃; for 8h; Inert atmosphere;	98%
With hydrogen bromide; phosphorus tribromide 1) water;	86%
With hydrogen bromide In water for 24h; Reflux;	76%

: 741719-72-2
(Z)-4-(2'-bromo-3'-chloroprop-1'-enyl)-1,2-dimethoxybenzene

: 3433-37-2
piperidin-2-ylmethanol

: 741719-59-5
{1-[(Z)-2'-bromo-3'-(3'',4''-dimethoxyphenyl)prop-2'-enyl]piperidin-2-yl}methanol

Conditions

Conditions	Yield
With triethylamine In N,N-dimethyl-formamide at 70℃; for 16h;	98%

methylpolyethyleneglycol-3-acetoxy-2-methylenehexanoate: methylpolyethyleneglycol-3-acetoxy-2-methylenehexanoate

: 3433-37-2
piperidin-2-ylmethanol

methylpolyethyleneglycol-2-(2-hydroxymethylpiperidine-1-ylmethyl)hex-2-enoate: methylpolyethyleneglycol-2-(2-hydroxymethylpiperidine-1-ylmethyl)hex-2-enoate

Conditions

Conditions	Yield
With potassium carbonate In dichloromethane at 20℃; for 6h; Substitution;	97%

: 5535-48-8
PVS

: 3433-37-2
piperidin-2-ylmethanol

: 640296-99-7
[1-(2-benzenesulfonyl-ethyl)-piperidin-2-yl]-methanol

Conditions

Conditions	Yield
In xylene for 24h; Heating;	96%

: 1579944-63-0
2-(bromoacetyl)-10-methyl-phenothiazine

: 3433-37-2
piperidin-2-ylmethanol

: 1579944-50-5
3-(10-methyl-2-phenothiazinyl)-octahydro-1,4-pyrido[2,1-c]morpholin-3-ol hydrobromide

Conditions

Conditions	Yield
Stage #1: 2-(bromoacetyl)-10-methyl-phenothiazine; piperidin-2-ylmethanol In diethyl ether; acetone at 20℃; for 24h; Stage #2: With hydrogen bromide In diethyl ether	96%

: 75-44-5
phosgene

: 3433-37-2
piperidin-2-ylmethanol

: 42329-17-9
hexahydro-3H-oxazolo<3,4-a>pyridin-3-one

Conditions

Conditions	Yield
With triethylamine In dichloromethane at -60℃;	94%

: 124957-36-4
Methyl 3-acetoxy-2-methylene-3-phenylpropanoate

: 3433-37-2
piperidin-2-ylmethanol

: 505030-55-7
(Z)-2-(2-Hydroxymethyl-piperidin-1-ylmethyl)-3-phenyl-acrylic acid methyl ester

Conditions

Conditions	Yield
With potassium carbonate In dichloromethane at 20℃; for 10h;	94%

: 35750-48-2
(Z,E,E)-3,7,11,15-tetramethyl-2,6,10,14-hexadecatetraenoic acid

: 3433-37-2
piperidin-2-ylmethanol

: N-(3,7,11,15-tetramethyl-2,6,10,14-hexadecatetraenoyl)-2-hydroxymethylpiperidine

Conditions

Conditions	Yield
	94%

: 98-88-4
benzoyl chloride

: 3433-37-2
piperidin-2-ylmethanol

A: 92041-11-7
N-benzoyl-2-(hydroxymethyl)piperidine

B: 94685-29-7
N-benzoyl-2-<(benzoyloxy)methyl>piperidine

Conditions

Conditions	Yield
With di(n-butyl)tin oxide; triethylamine In toluene for 0.15h; Irradiation;	A 93% B 5%
With di(n-butyl)tin oxide; triethylamine In toluene for 0.15h; Product distribution; Irradiation; other amino alcohols, other acyl chlorides, effect of the power output at the microwave-mediated acylation;	A 81% B 5%
With di(n-butyl)tin oxide; triethylamine In toluene for 0.15h; Irradiation;	A 78% B 14%

...Expand

: 933-88-0
ortho-toluoyl chloride

: 3433-37-2
piperidin-2-ylmethanol

A: 115512-60-2
2-(hydroxymethyl)-N-(2-methylbenzoyl)piperidine

B: 2-Methyl-benzoic acid 1-(2-methyl-benzoyl)-piperidin-2-ylmethyl ester

Conditions

Conditions	Yield
With di(n-butyl)tin oxide; triethylamine In toluene for 0.15h; Irradiation;	A 93% B n/a

...Expand

: 75-15-0
carbon disulfide

: 3433-37-2
piperidin-2-ylmethanol

: (+/-)-tetrahydro-1H-thiazolo[3,4-a]pyridin-3(5H)-thione

Conditions

Conditions	Yield
With sodium hydroxide In water at 20℃; for 24h; Inert atmosphere;	93%

: 28920-43-6
(fluorenylmethoxy)carbonyl chloride

: 3433-37-2
piperidin-2-ylmethanol

: 170867-95-5
C21H23NO3

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃;	93%

: 131543-46-9
Glyoxal

: 5720-07-0
4-methoxyphenylboronic acid

: 3433-37-2
piperidin-2-ylmethanol

: C15H21NO3

Conditions

Conditions	Yield
In ethanol; water at 20℃; for 24h;	93%

...Expand

: 501-53-1
benzyl chloroformate

: 3433-37-2
piperidin-2-ylmethanol

: 105706-75-0
1-benzyloxycarbonyl-2-hydroxymethylpiperidine

Conditions

Conditions	Yield
With potassium carbonate In tetrahydrofuran at 65℃; for 0.166667h; microwave irradiation;	92%
With potassium carbonate In tetrahydrofuran Ambient temperature;	90%
With potassium carbonate In tetrahydrofuran; water at 0 - 20℃; for 24h;
With triethylamine

: 79-22-1
methyl chloroformate

: 3433-37-2
piperidin-2-ylmethanol

: 165104-66-5
methyl 2-(hydroxymethyl)-1-piperidinecarboxylate

Conditions

Conditions	Yield
With sodium hydrogencarbonate In tetrahydrofuran at 0 - 26℃;	92%

: 75-44-5
phosgene

: 3433-37-2
piperidin-2-ylmethanol

: 75431-14-0
2-(Hydroxymethyl)piperidine-N-carbamoyl chloride

Conditions

Conditions	Yield
With triethylamine In dichloromethane at -65℃; for 15h;	91%

: 367-79-3
2-Fluor-5-nitrobenzoesaeure-aethylester

: 3433-37-2
piperidin-2-ylmethanol

: 85155-91-5
9-Nitro-1,2,3,4,4a,5-hexahydropyrido<1,2-a><4,1>benzoxazepin-7-on

Conditions

Conditions	Yield
With 1-methyl-pyrrolidin-2-one; N-ethyl-N,N-diisopropylamine at 50℃; for 18h;	91%

: 874-60-2
4-methyl-benzoyl chloride

: 3433-37-2
piperidin-2-ylmethanol

A: (2-Hydroxymethyl-piperidin-1-yl)-p-tolyl-methanone

B: 4-Methyl-benzoic acid 1-(4-methyl-benzoyl)-piperidin-2-ylmethyl ester

Conditions

Conditions	Yield
With di(n-butyl)tin oxide; triethylamine In toluene for 0.15h; Irradiation;	A 91% B n/a
With triethylamine In toluene for 0.15h; Irradiation;	A 21% B 11%

...Expand

: 765-50-4
2-Chloromethylthiophene

: 3433-37-2
piperidin-2-ylmethanol

: 130054-59-0
1-(thien-2-ylmethyl)piperidine-2-methanol

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile for 4h; Heating; chloromethyl-thiophene added in two portions;	90%

: 107-14-2
chloroacetonitrile

: 3433-37-2
piperidin-2-ylmethanol

: 186790-31-8
2-hydroxymethylpiperidin-1-ylacetonitrile

Conditions

Conditions	Yield
With triethylamine In methanol for 24h; Ambient temperature;	90%

2-Piperidinemethanol Chemical Properties

Molecular Structure of 2-(Hydroxymethyl)piperidine (CAS NO.3433-37-2):

IUPAC Name: Piperidin-2-ylmethanol
Canonical SMILES: C1CCNC(C1)CO
InChI: InChI=1S/C6H13NO/c8-5-6-3-1-2-4-7-6/h6-8H,1-5H2
InChIKey: PRAYXGYYVXRDDW-UHFFFAOYSA-N
Molecular Weight: 115.17352 [g/mol]
Molecular Formula: C₆H₁₃NO
XLogP3-AA: 0
H-Bond Donor: 2
H-Bond Acceptor: 2
EINECS: 222-333-2
Appearance: White to slightly brown solid
Melting Point: 68-70 °C(lit.)
Index of Refraction: 1.451
Molar Refractivity: 32.63 cm³
Molar Volume: 121 cm³Surface Tension: 34.8 dyne/cm
Density: 0.951 g/cm³
Flash Point: 90.9 °C
Enthalpy of Vaporization: 53.21 kJ/mol
Boiling Point: 221.2 °C at 760 mmHg
Vapour Pressure: 0.0225 mmHg at 25 °C
Product Categories: Piperidine;Alkohols;Heterocyclic Compounds

2-Piperidinemethanol Safety Profile

Safety Information of 2-(Hydroxymethyl)piperidine (CAS NO.3433-37-2):
Hazard Codes: Irritant Xi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
WGK Germany: 3

2-Piperidinemethanol Specification

2-(Hydroxymethyl)piperidine (CAS NO.3433-37-2), its Synonyms are 2-Hydroxymethylpiperidine ; 2-Piperidinylmethanol ; Piperidin-2-ylmethanol .

Product Name

2-(Hydroxymethyl)piperidine

Synthetic route

2-Piperidinemethanol Chemical Properties

2-Piperidinemethanol Safety Profile

2-Piperidinemethanol Specification

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