Conditions | Yield |
---|---|
In dichloromethane at 20℃; for 16h; | 99% |
at 80℃; for 72h; | 85% |
With sodium carbonate In acetonitrile at 20℃; for 48h; Reflux; | 36.8% |
piperidin-1-yl-acetic acid ethyl ester
1-piperidinoethanol
Conditions | Yield |
---|---|
With C30H34Cl2N2P2Ru; potassium methanolate; hydrogen In tetrahydrofuran at 100℃; under 38002.6 - 76005.1 Torr; for 5h; Glovebox; Autoclave; | 96% |
With ethanol; ruthenium(bis[2‐(ethylsulfanyl)ethyl]amine)(dichloro)(triphenylphosphine); potassium tert-butylate In toluene at 80℃; for 16h; | 95% |
With ethanol; nickel at 50℃; under 110326 - 147102 Torr; Hydrogenation; |
methyl 2-piperidylacetate
1-piperidinoethanol
Conditions | Yield |
---|---|
With [carbonylchlorohydrido{bis[2-(diphenylphosphinomethyl)ethyl]amino}ethylamino] ruthenium(II); hydrogen; sodium methylate In methanol at 100℃; under 37503.8 Torr; for 16h; Autoclave; Inert atmosphere; | 86% |
1-(2-(2-methoxy-4-nitrophenoxy)ethyl)piperidine
A
piperidine
B
1-ethyl-piperidine
C
1-piperidinoethanol
D
2-methoxy-4-nitrophenol
Conditions | Yield |
---|---|
In acetonitrile Rate constant; Product distribution; Mechanism; Ambient temperature; Irradiation; | A n/a B n/a C n/a D 83% E n/a F n/a |
Conditions | Yield |
---|---|
With tert.-butylhydroperoxide; titanium(III) chloride at 20℃; for 0.5h; Acidic aq. solution; Inert atmosphere; | 80% |
Conditions | Yield |
---|---|
at 70℃; for 5h; | 75% |
With acetone | |
With benzene |
4-(2,6-dioxacyclohexyl)phenol
2-(dimethylamino)ethyl ethyl carbonate
1-piperidinoethanol
Conditions | Yield |
---|---|
Stage #1: 4-(2,6-dioxacyclohexyl)phenol; 2-(dimethylamino)ethyl ethyl carbonate In acetonitrile at 200℃; under 12001.2 Torr; for 8h; Autoclave; Stage #2: With trifluoroacetic acid In acetonitrile at 20℃; for 20h; | 69% |
Conditions | Yield |
---|---|
at 100℃; | |
at 100℃; | |
With water Im Rohr bei Raumtemperatur; |
Conditions | Yield |
---|---|
With potassium hydroxide |
piperidine
ethylene glycol
A
1-piperidinoethanol
B
1,2-dipiperidinoethane
Conditions | Yield |
---|---|
With triphenylphosphine; ruthenium trichloride at 120℃; for 15h; Product distribution; other catalyst, also with THF, other phosphine, also at 220 degC; | |
With triphenylphosphine; ruthenium trichloride at 220℃; for 15h; |
Conditions | Yield |
---|---|
With water In ethanol at 40 - 70℃; Rate constant; Thermodynamic data; Kinetics; |
(4-ethoxy-phenyl)-carbamic acid-(2-piperidino-ethyl ester); hydrochloride
A
1-piperidinoethanol
B
4-Ethoxyaniline
Conditions | Yield |
---|---|
With water In ethanol at 40 - 70℃; Rate constant; Thermodynamic data; Kinetics; |
(3-Propoxy-phenyl)-carbamic acid 2-piperidin-1-yl-ethyl ester; hydrochloride
A
1-piperidinoethanol
B
3-propoxyaniline
Conditions | Yield |
---|---|
With water In ethanol at 40 - 70℃; Rate constant; Thermodynamic data; Kinetics; |
p-Tolyl-carbamic acid 2-piperidin-1-yl-ethyl ester; hydrochloride
A
1-piperidinoethanol
B
p-toluidine
Conditions | Yield |
---|---|
With water In ethanol at 40 - 70℃; Rate constant; Thermodynamic data; Kinetics; |
(4-Ethyl-phenyl)-carbamic acid 2-piperidin-1-yl-ethyl ester; hydrochloride
A
1-piperidinoethanol
B
4-aminoethylbenzene
Conditions | Yield |
---|---|
With water In ethanol at 40 - 70℃; Rate constant; Thermodynamic data; Kinetics; |
2-piperidinoethyl N-(3-methoxyphenyl)carbamate hydrochloride
A
1-piperidinoethanol
B
m-Anisidine
Conditions | Yield |
---|---|
With water In ethanol at 40 - 70℃; Rate constant; Thermodynamic data; Kinetics; |
(4-Fluoro-phenyl)-carbamic acid 2-piperidin-1-yl-ethyl ester; hydrochloride
A
1-piperidinoethanol
B
4-fluoroaniline
Conditions | Yield |
---|---|
With water In ethanol at 40 - 70℃; Rate constant; Thermodynamic data; Kinetics; |
(3-Fluoro-phenyl)-carbamic acid 2-piperidin-1-yl-ethyl ester; hydrochloride
A
1-piperidinoethanol
B
meta-fluoroaniline
Conditions | Yield |
---|---|
With water In ethanol at 40 - 70℃; Rate constant; Thermodynamic data; Kinetics; |
2-piperidinoethyl N-(4-chlorophenyl)carbamate hydrochloride
A
1-piperidinoethanol
B
4-chloro-aniline
Conditions | Yield |
---|---|
With water In ethanol at 40 - 70℃; Rate constant; Thermodynamic data; Kinetics; |
(3-Ethoxy-phenyl)-carbamic acid 2-piperidin-1-yl-ethyl ester; hydrochloride
A
1-piperidinoethanol
B
m-phenetidine
Conditions | Yield |
---|---|
With water In ethanol at 40 - 70℃; Rate constant; Thermodynamic data; Kinetics; |
(4-Isopropoxy-phenyl)-carbamic acid 2-piperidin-1-yl-ethyl ester; hydrochloride
A
1-piperidinoethanol
B
4-(isopropoxy)aniline
Conditions | Yield |
---|---|
With water In ethanol at 40 - 70℃; Rate constant; Thermodynamic data; Kinetics; |
(4-Propoxy-phenyl)-carbamic acid 2-piperidin-1-yl-ethyl ester; hydrochloride
A
1-piperidinoethanol
B
4-propoxyaniline
Conditions | Yield |
---|---|
With water In ethanol at 40 - 70℃; Rate constant; Thermodynamic data; Kinetics; |
(3-Isopropoxy-phenyl)-carbamic acid 2-piperidin-1-yl-ethyl ester; hydrochloride
A
1-piperidinoethanol
B
3-isopropoxyaniline
Conditions | Yield |
---|---|
With water In ethanol at 40 - 70℃; Rate constant; Thermodynamic data; Kinetics; |
(3-Trifluoromethyl-phenyl)-carbamic acid 2-piperidin-1-yl-ethyl ester; hydrochloride
A
1-piperidinoethanol
B
3-trifluoromethylaniline
Conditions | Yield |
---|---|
With water In ethanol at 40 - 70℃; Rate constant; Thermodynamic data; Kinetics; |
1-(2-(4-methoxyphenylcarbamoyloxy)ethyl)piperidinium chloride
A
1-piperidinoethanol
B
4-methoxy-aniline
Conditions | Yield |
---|---|
With water In ethanol at 40 - 70℃; Rate constant; Thermodynamic data; Kinetics; |
Conditions | Yield |
---|---|
With sodium hydroxide In ethanol; water at 40℃; Rate constant; Thermodynamic data; var. temp., EA; |
1-piperidinoethanol
Conditions | Yield |
---|---|
With potassium hydroxide Destillieren; |
1-piperidinoethanol
Conditions | Yield |
---|---|
With sulfuric acid at 160℃; |
1-piperidinoethanol
4-benzyloxy-2-fluoro-1-nitrobenzene
Conditions | Yield |
---|---|
Stage #1: 1-piperidinoethanol With sodium hydride In tetrahydrofuran; mineral oil at 20 - 30℃; for 1h; Stage #2: 4-benzyloxy-2-fluoro-1-nitrobenzene In tetrahydrofuran; mineral oil at 20℃; for 1h; | 98.3% |
1-piperidinoethanol
4-(2-hydroxyethyl)morpholine 4-oxide
Conditions | Yield |
---|---|
With 2,2,2-Trifluoroacetophenone; dihydrogen peroxide; acetonitrile In tert-butyl alcohol at 20℃; for 18h; Green chemistry; chemoselective reaction; | 98% |
1-piperidinoethanol
(2-dimethylamino-6-methoxy-benzo[b]thiophen-3-yl)-(4-fluoro-phenyl)-methanone
[2-dimethylamino-6-methoxybenzothien-3-yl] [4-[2-(1-piperidinyl)ethoxy]phenyl]-methanone
Conditions | Yield |
---|---|
With sodium hydride In N,N-dimethyl-formamide at 20℃; for 0.25h; Alkylation; | 97% |
1-piperidinoethanol
phthalic anhydride
phtalate acide de (piperidinyl)-2 ethanol
Conditions | Yield |
---|---|
In benzene for 4.5h; Heating; | 96.5% |
With acetone |
1-piperidinoethanol
1,2-bis(2-aminophenoxy)ethane N,N,N',N'-tetraacetic acid
Conditions | Yield |
---|---|
With 3-nitrobenzoic acid In dimethyl sulfoxide at 60℃; for 6h; Temperature; Reagent/catalyst; Solvent; | 96.1% |
1-piperidinoethanol
(3,9-dibenzyloxybenzo[b]naphtho[1,2-d]furan-5-yl)(4-fluorofluorophenyl)methanone
(3,9-dihydroxybenzo[b]naphtho[1,2-d]furan-5-yl)(4-[2-(piperidin-1-yl)ethoxy]phenyl)methanone
Conditions | Yield |
---|---|
Stage #1: 1-piperidinoethanol With sodium hydride In N,N-dimethyl-formamide at 20℃; for 30h; Stage #2: (3,9-dibenzyloxybenzo[b]naphtho[1,2-d]furan-5-yl)(4-fluorofluorophenyl)methanone for 6h; | 96% |
Conditions | Yield |
---|---|
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 2h; | 96% |
1-piperidinoethanol
Conditions | Yield |
---|---|
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 2h; | 96% |
1-piperidinoethanol
di-tert-butyl dicarbonate
tert-butyl 2-(2-hydroxyethyl)piperidine-1-carboxylate
Conditions | Yield |
---|---|
With sodium hydroxide In tetrahydrofuran-water | 95% |
Conditions | Yield |
---|---|
In diethyl ether addn. of slight excess of B-compd. to piperidine derivative; crystn., filtration, drying; | 95% |
1-piperidinoethanol
Conditions | Yield |
---|---|
With boric acid In methanol; water | 95% |
Conditions | Yield |
---|---|
In methanol; water to soln. H3BO3 in aq. MeOH (1:1) amine was added, stirred for 10 min, solvent was removed in vacuo, residue was heated in oven to dry 4 h at 100°C; elem. anal.; | 95% |
1-piperidinoethanol
Conditions | Yield |
---|---|
With sodium hydride; sodium hydrogencarbonate; sodium chloride In tetrahydrofuran at 0 - 20℃; | 93.1% |
1-piperidinoethanol
Conditions | Yield |
---|---|
With dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In tetrahydrofuran at 20℃; | 93% |
1-piperidinoethanol
{1-[3-(tert-butyldimethylsilyloxy)propyl]benzimidazolidin-2-ylidene}malononitrile
{1-[3-(tert-butyldimethylsilyloxy)propyl]-3-(2-piperidinoethyl)benzimidazolidin-2-ylidene}malononitrile
Conditions | Yield |
---|---|
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran; toluene at 0 - 20℃; for 0.166667h; | 92.8% |
1-piperidinoethanol
phenyl isocyanate
1-phenylcarbamoyloxy-2-piperidin-1-yl-ethane
Conditions | Yield |
---|---|
In toluene for 7h; Heating; | 92% |
With diethyl ether | |
In dichloromethane for 1.5h; Heating; |
1-piperidinoethanol
methanol
2-(4-bromobenzoyl)benzoic acid
2-methoxycarbonyl-4'-(2-piperidinoethyloxy)benzophenone
Conditions | Yield |
---|---|
Stage #1: 1-piperidinoethanol With sodium hydride In tetrahydrofuran for 0.5h; Reflux; Stage #2: methanol; 2-(4-bromobenzoyl)benzoic acid With sodium hydride In tetrahydrofuran at 20℃; Stage #3: With thionyl chloride at 0 - 20℃; | 91% |
1-piperidinoethanol
6-methoxy-2-(4-methoxyphenyl)-3-(4-fluorobenzoyl)benzo[b]thiophene
[6-Methoxy-2-(4-Methoxyphenyl)benzo[b]thien-3-yl]-[4-[2-(1-Piperidinyl)ethoxy]phenyl] Methanone
Conditions | Yield |
---|---|
With sodium hydride In N,N-dimethyl-formamide for 0.25h; Ambient temperature; | 90% |
With sodium hydride In N,N-dimethyl-formamide at 20℃; for 0.5h; Addition; | 90% |
1-piperidinoethanol
Conditions | Yield |
---|---|
With di-isopropyl azodicarboxylate; triphenylphosphine In dichloromethane at 0 - 20℃; Mitsunobu Displacement; | 90% |
1-piperidinoethanol
methyl isocyanate
Methyl-carbamic acid 2-piperidin-1-yl-ethyl ester
Conditions | Yield |
---|---|
With pyridine at 70 - 80℃; for 7.5h; | 89% |
1-piperidinoethanol
3-(4-hydroxyphenyl)-5-methoxy-2-(4-methoxyphenyl)benzo[b]thiophene
5-methoxy-2-(4-methoxyphenyl)-3-{4-[ 2-(1-piperidinyl)ethoxy]phenyl}benzo[b]thiophene
Conditions | Yield |
---|---|
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0 - 20℃; Mitsunobu reaction; | 89% |
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0 - 20℃; Mitsunobu reaction; | 87% |
1-piperidinoethanol
6-bromo-3-methyl-4-oxo-2-phenyl-4H-1-benzopyran-8-carboxylic acid
β-piperidinoethyl 6-bromo-3-methylflavone-8-carboxylate
Conditions | Yield |
---|---|
Stage #1: 6-bromo-3-methyl-4-oxo-2-phenyl-4H-1-benzopyran-8-carboxylic acid With thionyl chloride In toluene at 0.9℃; for 3h; Stage #2: 1-piperidinoethanol In toluene at 0.9 - 40℃; for 3h; | 89% |
1-piperidinoethanol
sodium saccharinate dihydrate
Ag(saccharinate)(N-(2-hydroxyethylethyl)piperidine)
Conditions | Yield |
---|---|
In water; acetonitrile 1 equiv. of Na-salt in H2O to aq. AgNO3 soln., MeCN was added until dissoln., 1 equiv. of piperidine-compd. was added; mixt. was allowed to stand at room temp. in the darkness for 2 d, elem. anal.; | 87% |
Conditions | Yield |
---|---|
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0 - 20℃; Mitsunobu reaction; | 87% |
1-piperidinoethanol
methyl 4-hydroxylbenzoate
4-[2-(N-piperidine)-ethoxy]benzoic acid methyl ester
Conditions | Yield |
---|---|
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0 - 20℃; for 16h; Inert atmosphere; | 86.7% |
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0 - 30℃; for 4h; Inert atmosphere; | 76% |
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran for 0.5h; Cooling with ice; | |
Stage #1: 1-piperidinoethanol; methyl 4-hydroxylbenzoate With triphenylphosphine In tetrahydrofuran at 0℃; for 0.166667h; Mitsunobu Displacement; Stage #2: With di-isopropyl azodicarboxylate In tetrahydrofuran at 20℃; Mitsunobu Displacement; | 2.1 g |
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0℃; for 0.166667h; | 2.1 g |
Conditions | Yield |
---|---|
In acetonitrile for 4h; Reflux; | 86% |
In acetonitrile for 4h; Reflux; | 86% |
In diethyl ether for 20h; Ambient temperature; | 84% |
In acetone; acetonitrile | 139 g (0.45 mol, 90%) |
1-piperidinoethanol
[2-(4-hydroxyphenyl)-6-hydroxybenzo[b]thien-3-yl] [4-fluorophenyl]methanone
Raloxifen
Conditions | Yield |
---|---|
With sodium hydride In N,N-dimethyl-formamide at 50℃; for 5h; | 86% |
The IUPAC name of N-(Hydroxyethyl)piperidine is 2-piperidin-1-ylethanol. With the CAS registry number 3040-44-6, it is also named as 1-(2-Hydroxyethyl)piperidine. The product's categories are Amines; Heterocycles. Besides, it is clear colourless liquid, which should be closed in a cool and dry place. In addition, its molecular formula is C7H15NO and molecular weight is 129.20.
The other characteristics of this product can be summarized as: (1)EINECS: 221-244-6; (2)ACD/LogP: 1.06; (3)# of Rule of 5 Violations: 0; (4)ACD/LogD (pH 5.5): -1.91; (5)ACD/LogD (pH 7.4): -0.57; (6)ACD/BCF (pH 5.5): 1; (7)ACD/BCF (pH 7.4): 1; (8)ACD/KOC (pH 5.5): 1; (9)ACD/KOC (pH 7.4): 2.13; (10)#H bond acceptors: 2; (11)#H bond donors: 1; (12)#Freely Rotating Bonds: 3; (13)Index of Refraction: 1.477; (14)Molar Refractivity: 37.48 cm3; (15)Molar Volume: 132.5 cm3; (16)Surface Tension: 35.6 dyne/cm; (17)Density: 0.974 g/cm3; (18)Flash Point: 91.2 °C; (19)Melting Point: 16 °C; (20)Enthalpy of Vaporization: 50.81 kJ/mol; (21)Boiling Point: 200.5 °C at 760 mmHg; (22)Vapour Pressure: 0.0802 mmHg at 25 °C.
Preparation of N-(Hydroxyethyl)piperidine: this chemical can be prepared by the reaction of piperidine with 2-bromo-ethanol.
This reaction will occur at temperature of 80 °C for 72 hours. The yield is 85 %.
Uses of N-(Hydroxyethyl)piperidine: it can react with phthalic acid anhydride to get phthalic acid mono-(2-piperidino-ethyl ester).
This reaction needs benzene by heating for 4.5 hours. The yield is 96.5 %.
When you are using this chemical, please be cautious about it as the following: it is harmful if swallowed. And it is irritating to eyes, respiratory system and skin. You should wear suitable protective clothing, gloves and eye/face protection.
People can use the following data to convert to the molecule structure.
(1)Canonical SMILES: C1CCN(CC1)CCO
(2)InChI: InChI=1S/C7H15NO/c9-7-6-8-4-2-1-3-5-8/h9H,1-7H2
(3)InChIKey: KZTWONRVIPPDKH-UHFFFAOYSA-N
The toxicity data is as follows:
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
cat | LDLo | oral | 250mg/kg (250mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD | Journal of Pharmacology and Experimental Therapeutics. Vol. 55, Pg. 419, 1935. |
rat | LD50 | intravenous | 166mg/kg (166mg/kg) | Arzneimittel-Forschung. Drug Research. Vol. 25, Pg. 1916, 1975. | |
rat | LD50 | oral | 1498mg/kg (1498mg/kg) | Arzneimittel-Forschung. Drug Research. Vol. 25, Pg. 1916, 1975. |
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