4-Benzylpiperidine supplier | CasNO.31252-42-3

Name
4-BENZYLPIPERIDINE
EINECS 250-535-0
CAS No. 31252-42-3
Article Data22
CAS DataBase
Density 0.969 g/cm³
Solubility
Melting Point 6-7 °C(lit.)
Formula C₁₂H₁₇N
Boiling Point 279.6 °C at 760 mmHg
Molecular Weight 175.274
Flash Point 125.4 °C
Transport Information
Appearance CLEAR COLOURLESS TO YELLOW VISCOUS LIQUID
Safety 26-36
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms Piperidine,4-benzyl- (6CI,7CI,8CI);4-(Phenylmethyl)piperidine;4-Benzylpiperidine;NSC30346;
PSA 12.03000
LogP 2.55750

Synthetic route

: 205641-99-2
4-benzyl-1-[(4-methylphenyl)sulfonyl]piperidine

: 31252-42-3
4-benzylpyperidine

Conditions

Conditions	Yield
Stage #1: 4-benzyl-1-[(4-methylphenyl)sulfonyl]piperidine With Na/K absorbed into silica gel In tetrahydrofuran at 20℃; Inert atmosphere; Stage #2: With water In tetrahydrofuran	96%
	92%
With dimethyl(phenyl)silyl lithium In tetrahydrofuran at 0℃;	78%

: 110-89-4
piperidine

: 100-52-7
benzaldehyde

: 31252-42-3
4-benzylpyperidine

Conditions

Conditions	Yield
With sodium tetrahydroborate; cetyltrimethylammonim bromide at 20℃; for 14h;	96%

: 544478-05-9
4-benzyl-N-tritylpiperidine

: 31252-42-3
4-benzylpyperidine

Conditions

Conditions	Yield
Stage #1: 4-benzyl-N-tritylpiperidine With naphthalene; lithium In tetrahydrofuran at 0℃; for 1h; Stage #2: With water In tetrahydrofuran at 0 - 20℃;	91%

: 15104-07-1
1-nitroso-4-(phenylmethyl)piperidine

: 31252-42-3
4-benzylpyperidine

Conditions

Conditions	Yield
With sodium tetrahydroborate; titanium tetrachloride In 1,2-dimethoxyethane for 14h; Ambient temperature;	90%
With sodium tetrahydroborate; nickel dichloride In tetrahydrofuran for 6h; Ambient temperature;	90%

: 4-benzyl-N-(triphenylsilyl)piperidine

: 31252-42-3
4-benzylpyperidine

Conditions

Conditions	Yield
With naphthalene; lithium In tetrahydrofuran; methanol at 20℃; for 5h;	89%

: 132251-82-2
4-benzyl-1-(methanesulfonyl)piperidine

: 31252-42-3
4-benzylpyperidine

Conditions

Conditions	Yield
Stage #1: 4-benzyl-1-(methanesulfonyl)piperidine With Na/K absorbed into silica gel In tetrahydrofuran at 20℃; Inert atmosphere; Stage #2: With water In tetrahydrofuran	89%
Product distribution / selectivity;	83%

: 2116-65-6
4-benzyl pyridine

A: 78197-28-1
4-Cyclohexylmethyl-piperidine

B: 31252-42-3
4-benzylpyperidine

Conditions

Conditions	Yield
With hydrogenchloride; platinum Hydrogenation;

: 2116-65-6
4-benzyl pyridine

: 31252-42-3
4-benzylpyperidine

Conditions

Conditions	Yield
With ethanol; sodium
With acetic acid; platinum Hydrogenation;
With nickel at 100℃; under 110326 - 220652 Torr; Hydrogenation;
With platinum(IV) oxide; hydrogen In acetic acid at 20℃; under 2585.81 Torr; for 12h;
Stage #1: 4-benzyl pyridine With hydrogen; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane In octane at 120℃; under 15001.5 Torr; for 40h; Stage #2: With water Catalytic behavior; chemoselective reaction;	> 99 %Chromat.

: 2116-65-6
4-benzyl pyridine

: 64-17-5
ethanol

sodium: sodium

A: 31252-42-3
4-benzylpyperidine

B 4-benzyl-piperideine: 4-benzyl-piperideine

...Expand

: 1-(4-benzylpiperidin-1-yl)-2,2-dimethylpropan-1-one

: 31252-42-3
4-benzylpyperidine

Conditions

Conditions	Yield
With naphthalene; lithium In tetrahydrofuran at 0℃; for 1h;	95 % Chromat.

: 1120-87-2
4-bromopyridin

: 31252-42-3
4-benzylpyperidine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) / tetrahydrofuran / 15 h / 20 °C 2: platinum(IV) oxide; hydrogen / acetic acid / 12 h / 20 °C / 2585.81 Torr View Scheme

: 3-((4-benzylpiperidin-1-yl)methyl)-N,N-diethylaniline

: 31252-42-3
4-benzylpyperidine

Conditions

Conditions	Yield
With acetic acid In water-d2 for 0.25h; Solvent; Irradiation;	96 %Spectr.

: 31252-42-3
4-benzylpyperidine

: 76-05-1
trifluoroacetic acid

Wang resin-linked N1-tert-butyloxycarbonyl-N2-triflylguanidine: Wang resin-linked N1-tert-butyloxycarbonyl-N2-triflylguanidine

: 4-benzyl-piperidine-1-carboxamidine; compound with trifluoro-acetic acid

Conditions

Conditions	Yield
Stage #1: 4-benzylpyperidine; Wang resin-linked N1-tert-butyloxycarbonyl-N2-triflylguanidine In dichloromethane at 20℃; Stage #2: trifluoroacetic acid In dichloromethane Further stages.;	100%

...Expand

: 31252-42-3
4-benzylpyperidine

: 106-89-8
epichlorohydrin

: 438634-79-8
1-chloro-3-(4-benzylpiperidin-1-yl)propan-2-ol

Conditions

Conditions	Yield
	100%
In ethanol for 3h;

: 31252-42-3
4-benzylpyperidine

: 407-25-0
trifluoroacetic anhydride

: 157338-47-1
1-(trifluoroacetyl)-4-benzylpiperidine

Conditions

Conditions	Yield
In dichloromethane at 20℃;	100%
In ethyl acetate at 20℃; for 3h;	97%
In dichloromethane	88%
In dichloromethane at 20℃; for 1.5h;
In dichloromethane for 0.5h;

: 31252-42-3
4-benzylpyperidine

: 108-24-7
acetic anhydride

: 101997-42-6
1-(4-benzylpiperidin-1-yl)ethan-1-one

Conditions

Conditions	Yield
at 20℃; for 1h;	100%

: 872408-08-7
2-bromo-N-(1,3-dibromo-6-oxo-5,6-dihydro-4H-cyclopenta[c]thien-4-yl)acetamide

: 31252-42-3
4-benzylpyperidine

: 2-(4-benzyl-piperidin-1-yl)-N-(1,3-dibromo-6-oxo-5,6-dihydro-4H-cyclopenta[c]thiophen-4-yl)-acetamide

Conditions

Conditions	Yield
With potassium carbonate at 20℃; for 12h;	100%

: 31252-42-3
4-benzylpyperidine

: 387-45-1
2-chloro-6-fluorobenzaldehyde

: 793706-92-0
2-chloro-6-(4-benzylpiperidine)benzaldehyde

Conditions

Conditions	Yield
With potassium carbonate In DMF (N,N-dimethyl-formamide) at 130℃; for 3.5h;	100%

: 31252-42-3
4-benzylpyperidine

: 5437-45-6
Benzyl bromoacetate

: 438634-63-0
(4-benzylpiperidin-1-yl)acetic acid benzyl ester

Conditions

Conditions	Yield
With triethylamine In dichloromethane; ethyl acetate	100%

: 50-00-0
formaldehyd

: 31252-42-3
4-benzylpyperidine

: 100-19-6
(4-nitrophenyl)ethanone

: 1037020-24-8
C34H41N3O3

Conditions

Conditions	Yield
With hydrogenchloride In ethanol Mannich reaction; Heating;	100%

...Expand

: 50-00-0
formaldehyd

: 31252-42-3
4-benzylpyperidine

: 100-06-1
1-(4-methoxyphenyl)ethanone

: 1037020-22-6
C35H44N2O2

Conditions

Conditions	Yield
With hydrogenchloride In ethanol Mannich reaction; Heating;	100%

...Expand

: 31252-42-3
4-benzylpyperidine

: 1178916-74-9
S-(3-phenylpropyl) 4-(p-tolyl)benzenecarbothioate

: 1178916-75-0
(4-benzyl-1-piperidyl)-[4-(p-tolyl)phenyl]methanone

Conditions

Conditions	Yield
With potassium phosphate; silver trifluoromethanesulfonate In acetonitrile at 70℃; for 16h;	100%

: 31252-42-3
4-benzylpyperidine

: 100-52-7
benzaldehyde

: N-benzyl-4-benzylpiperidine

Conditions

Conditions	Yield
With sodium tris(acetoxy)borohydride In 2-methyltetrahydrofuran at 18℃; for 1h; Solvent; Reagent/catalyst; Green chemistry;	100%

: 104-53-0
3-phenyl-propionaldehyde

: 31252-42-3
4-benzylpyperidine

: 4-benzyl-1-(3-phenylpropyl)piperidine

Conditions

Conditions	Yield
With sodium tris(acetoxy)borohydride In 2-methyltetrahydrofuran at 18℃; for 1h; Solvent; Reagent/catalyst; Green chemistry;	100%

: 31252-42-3
4-benzylpyperidine

: 1220094-90-5
(E)-4-(4-isopropylphenyl)-4-oxo-2-butenoic acid phenylamide

: 2-(4-benzylpiperidinyl)-4-(4-isopropylphenyl)-4-oxo-N-phenylbutanamide

Conditions

Conditions	Yield
In dichloromethane; toluene Michael Addition;	100%

: 31252-42-3
4-benzylpyperidine

: 5728-20-1
3,4-dichloro-1,2,5-thiadiazole

: 3-(4-benzylpiperidin-1-yl)-4-chloro-1,2,5-thiadiazole

Conditions

Conditions	Yield
at 110 - 120℃;	100%

: 31252-42-3
4-benzylpyperidine

: 99-94-5
p-Toluic acid

: (4-benzylpiperidin-1-yl)(p-tolyl)methanone

Conditions

Conditions	Yield
Stage #1: p-Toluic acid 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 at 20℃; for 0.166667h; Stage #2: 4-benzylpyperidine at 20℃; for 1h;	100%

: 31252-42-3
4-benzylpyperidine

: 4755-77-5
Ethyl oxalyl chloride

: 349119-55-7
(4-benzylpiperidin-1-yl)-oxoacetic acid ethyl ester

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 0℃; for 0.5h;	99%
With TEA In chloroform at 10℃; for 2h;
With N-ethyl-N,N-diisopropylamine In dichloromethane	15.5 g (99%)

: 31252-42-3
4-benzylpyperidine

: 113771-46-3
toluene-4-sulfonic acid Chroman-3-ylmethyl ester

: 4-benzyl-1-chroman-3-ylmethyl-piperidine

Conditions

Conditions	Yield
In toluene for 12h; Heating;	99%

: 50-00-0
formaldehyd

: 31252-42-3
4-benzylpyperidine

: 1557-31-9
4-benzyl-1-methylpiperidine

Conditions

Conditions	Yield
With formic acid at 0 - 20℃; for 16h; Reflux;	98%
With formic acid
With formic acid for 18h; Heating;
With formic acid In water for 24h; Reflux;

: 31252-42-3
4-benzylpyperidine

: 1493-27-2
ortho-nitrofluorobenzene

: 455260-04-5
4-benzyl-1-(2-nitro-phenyl)piperidine

Conditions

Conditions	Yield
Stage #1: 4-benzylpyperidine With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; for 1h; Stage #2: ortho-nitrofluorobenzene In N,N-dimethyl-formamide at 0 - 20℃; Further stages.;	98%

: 50-00-0
formaldehyd

: 31252-42-3
4-benzylpyperidine

: potassium (benzo[b]thiophene-2-yl)trifluoroborate

: 1-benzo[b]thiophen-2-ylmethyl-4-benzyl-piperidine

Conditions

Conditions	Yield
Stage #1: formaldehyd; 4-benzylpyperidine In toluene at 90℃; Stage #2: potassium (benzo[b]thiophene-2-yl)trifluoroborate With boron trifluoride diethyl etherate In toluene at 90℃; for 5h; Further stages.;	98%

...Expand

: C12H15NO3S2

: 31252-42-3
4-benzylpyperidine

: 865432-96-8
C24H32N2O3S2

Conditions

Conditions	Yield
In dichloromethane	98%

: 31252-42-3
4-benzylpyperidine

: 1178916-14-7
C16H15ClOS

: (4-benzylpiperidin-1-yl)(4-chlorophenyl)methanone

Conditions

Conditions	Yield
With potassium phosphate; silver trifluoromethanesulfonate In acetonitrile at 70℃; for 16h;	98%

: 31252-42-3
4-benzylpyperidine

: 55676-21-6
3-acetyl-2-chloropyridine

: 1260147-79-2
1-[2-(4-benzylpiperidin-1-yl)pyridin-3-yl]ethanone

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 200℃; under 12929 Torr; for 0.25h; Microwave irradiation;	98%

: 31252-42-3
4-benzylpyperidine

: 1258447-85-6
N-(2-methoxybenzyl)-6-(4-phenylpiperidin-1-yl)-N-(pyridin-2-ylmethyl)hexan-1-amine

: 1258447-87-8
6-(4-benzylpiperidin-1-yl)-N-(2-methoxybenzyl)-N-(pyridin-2-ylmethyl)hexan-1-amine

Conditions

Conditions	Yield
	98%

: 31252-42-3
4-benzylpyperidine

: 4-fluorophenyl N-[5-[(tert-butyldimethylsilyl)oxy]pyridin-2-yl]carbamate

: 4-benzyl-N-[5-[(tert-butyldimethylsilyl)oxy]pyridin-2-yl]piperidine-1-carboxamide

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 2h;	98%

: 31252-42-3
4-benzylpyperidine

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

: 251107-37-6
1-t-butyloxycarbonyl-4-benzylpiperidine

Conditions

Conditions	Yield
With citric acid In tetrahydrofuran; ethyl acetate	97.9%
With citric acid In tetrahydrofuran; ethyl acetate	97.9%
In tetrahydrofuran for 20h; Heating / reflux;	91%

: 50-00-0
formaldehyd

: 31252-42-3
4-benzylpyperidine

: 113836-34-3
11-methylene-6,11-dihydrodibenzoxepin-2-acetic acid methyl ester

: {11-[2-(4-Benzyl-piperidin-1-yl)-eth-(E)-ylidene]-6,11-dihydro-dibenzo[b,e]oxepin-2-yl}-acetic acid methyl ester

Conditions

Conditions	Yield
With acetic acid; trifluoroacetic acid In dichloromethane	97%

...Expand

: 31252-42-3
4-benzylpyperidine

: 556-61-6
methyl thioisocyanate

: 4-benzyl-piperidine-1-carbothioic acid methylamide

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 0.333333h; Addition;	97%

: 31252-42-3
4-benzylpyperidine

: 461670-34-8
(4-chloro-1-phenyl-1H-pyrazolo[3,4-d]pyrimidin-6-yl)-dimethyl-amine

: 4-(4-benzyl-1-piperidinyl)-6-dimethylamino-1-phenyl-1H-pyrazolo[3,4-d]pyrimidine

Conditions

Conditions	Yield
In tetrahydrofuran Heating;	97%

: 31252-42-3
4-benzylpyperidine

: 82038-34-4
(S)-2-((tert-butoxycarbonyl)(methyl)amino)-3-(4-hydroxyphenyl)propanoic acid

: 516473-08-8
1-[(S)-N-tert-butyloxycarbonyl-N-methyltyrosyl]-4-benzylpiperidine

Conditions

Conditions	Yield
With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In N,N-dimethyl-formamide at 20℃; for 24h;	97%

4-Benzylpiperidine Chemical Properties

IUPAC Name: Piperidine, 4-(phenylmethyl)-
The MF of Piperidine, 4-(phenylmethyl)- (31252-42-3) is C₁₂H₁₇N.

The MW of Piperidine, 4-(phenylmethyl)- (31252-42-3) is 175.27.
Synonyms of Piperidine, 4-(phenylmethyl)- (31252-42-3): 4-Benzylpiperidine ; Piperidine, 4- (phenylmethyl)- ; 4-(Phenylmethyl)piperidine ; 4-Benzyl-piperidine ; Phenyl(4-piperidyl)methane ; Piperidine, 4-benzyl-
Product Categories: Piperidine;Piperidine Series
Form: clear colourless to yellow viscous liquid
Index of Refraction: 1.526
EINECS: 250-535-0
Density: 0.969 g/ml
Flash Point: 125.4 °C
Boiling Point: 279.6 °C
Melting Point: 6-7 °C
BRN: 132339

4-Benzylpiperidine Uses

Piperidine, 4-(phenylmethyl)- (31252-42-3) is used as pharmaceutical Intermediates.

4-Benzylpiperidine Production

Treatment of 2,5-dihydroxybenzoic acid (I) with dimethyl sulfate and K2CO3 afforded methyl 2-hydroxy-5-methoxybenzoate (II). Condensation of (II) with dimethylthiocarbamoyl chloride gave the O-aryl thiocarbamate (III), which underwent thermal rearrangement to the S-aryl isomer (IV) upon heating at 265 C in diphenyl ether. Subsequent hydrolysis of the thiocarbamate group of (IV) furnished the desired thiophenol compound (V). Cyclization of the mercapto ester (V) with 2-chloroethylamine (VI) gave rise to the benzothiazepinone (VII), which was further reduced to the benzothiazepine (VIII) using LiAlH4. Acylation of (VIII) with acryloyl chloride (IX) provided the acrylamide (X). Finally, Michael addition of 4-benzylpiperidine (XI) to acrylamide (X) yielded the title compound.

4-Benzylpiperidine Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intravenous	56mg/kg (56mg/kg)		U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#01587,

4-Benzylpiperidine Safety Profile

Safety information of Piperidine, 4-(phenylmethyl)- (31252-42-3):
Hazard Codes Xi
Risk Statements
36/37/38 Irritating to eyes, respiratory system and skin
Safety Statements
26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36 Wear suitable protective clothing
WGK Germany 3
RTECS TM4728000
Hazard Note Irritant

Product Name

4-BENZYLPIPERIDINE

Synthetic route

4-Benzylpiperidine Chemical Properties

4-Benzylpiperidine Uses

4-Benzylpiperidine Production

4-Benzylpiperidine Toxicity Data With Reference

4-Benzylpiperidine Safety Profile

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