Product Name

  • Name

    5-Ethyl-2-pyridineethanol

  • EINECS 226-024-3
  • CAS No. 5223-06-3
  • Article Data10
  • CAS DataBase
  • Density 1.037 g/cm3
  • Solubility
  • Melting Point 39-44℃
  • Formula C9H13 N O
  • Boiling Point 259.4 °C at 760 mmHg
  • Molecular Weight 151.208
  • Flash Point 110.7 °C
  • Transport Information
  • Appearance White to Straw Yellow Crystals
  • Safety 26-36/37/39-36
  • Risk Codes 21-36-36/37/38
  • Molecular Structure Molecular Structure of 5223-06-3 (5-Ethyl-2-pyridineethanol)
  • Hazard Symbols IrritantXi
  • Synonyms 2-(5-Ethyl-2-pyridinyl)ethanol;2-(5-Ethyl-2-pyridyl)ethanol;2-(5-Ethylpyridin-2-yl)ethanol;5-Ethyl-2-(2-hydroxyethyl)pyridine;5-Ethyl-2-(b-hydroxyethyl)pyridine;
  • PSA 33.12000
  • LogP 1.17880

Synthetic route

5-ethyl-2-methyl-pyridine
104-90-5

5-ethyl-2-methyl-pyridine

formaldehyd
50-00-0

formaldehyd

A

5-ethyl-2-vinyl-pyridine
5408-74-2

5-ethyl-2-vinyl-pyridine

B

5-ethyl-2-(2-hydroxyethyl)pyridine
5223-06-3

5-ethyl-2-(2-hydroxyethyl)pyridine

Conditions
ConditionsYield
With dipotassium peroxodisulfate; ethanol at 220℃;
In water at 155℃; under 4500.45 Torr; for 4h; Pressure; Autoclave;A n/a
B 70 g
5-ethyl-2-methyl-pyridine
104-90-5

5-ethyl-2-methyl-pyridine

formaldehyd
50-00-0

formaldehyd

5-ethyl-2-(2-hydroxyethyl)pyridine
5223-06-3

5-ethyl-2-(2-hydroxyethyl)pyridine

Conditions
ConditionsYield
With sodium hydroxide at 160 - 170℃;
With formic acid; water at 240℃; under 139011 Torr;
With formic acid; 3-tert-butylbenzene-1,2-diol In ethanol for 120h; Heating;
In water at 150 - 160℃; under 3750.38 - 4500.45 Torr; for 3h; Concentration; Time; Pressure; Temperature; Autoclave;
5-ethyl-2-methyl-pyridine
104-90-5

5-ethyl-2-methyl-pyridine

5-ethyl-2-(2-hydroxyethyl)pyridine
5223-06-3

5-ethyl-2-(2-hydroxyethyl)pyridine

Conditions
ConditionsYield
With formaldehyd
3-(6-bromo-pyridin-3-yl)-2-methoxy-2-methyl-propionic acid methyl ester
784149-51-5

3-(6-bromo-pyridin-3-yl)-2-methoxy-2-methyl-propionic acid methyl ester

5-ethyl-2-(2-hydroxyethyl)pyridine
5223-06-3

5-ethyl-2-(2-hydroxyethyl)pyridine

3-{6-[2-(5-ethyl-pyridin-2-yl)-ethoxy]-pyridin-3-yl}-2-methoxy-2-methyl-propionic acid methyl ester

3-{6-[2-(5-ethyl-pyridin-2-yl)-ethoxy]-pyridin-3-yl}-2-methoxy-2-methyl-propionic acid methyl ester

Conditions
ConditionsYield
With racemic-2-(di-tert-butylphosphino)-1,1′-binaphthyl; caesium carbonate; palladium diacetate In toluene for 16h; Heating;100%
5-ethyl-2-(2-hydroxyethyl)pyridine
5223-06-3

5-ethyl-2-(2-hydroxyethyl)pyridine

methanesulfonyl chloride
124-63-0

methanesulfonyl chloride

2-(5-ethyl-pyridin-2-yl)ethyl methanesulfonate
144809-26-7

2-(5-ethyl-pyridin-2-yl)ethyl methanesulfonate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 5 - 20℃; for 1.5h;99%
With triethylamine In toluene at 5 - 20℃; for 0.833333h;98%
With triethylamine In dichloromethane at 20℃; for 24h;89%
5-ethyl-2-(2-hydroxyethyl)pyridine
5223-06-3

5-ethyl-2-(2-hydroxyethyl)pyridine

4-bromo-benzaldehyde
1122-91-4

4-bromo-benzaldehyde

4-[2-(5-ethylpyridyl)ethoxy]benzaldehyde
114393-97-4

4-[2-(5-ethylpyridyl)ethoxy]benzaldehyde

Conditions
ConditionsYield
With 4,4-bis(2-naphthyl)-1,3,5,7,8-pentamethyl-2,4-diethyl-4-bora-3a,4a-diaza-s-indacene; N,N-dicyclohexylmethylamine; nickel dibromide In N,N-dimethyl-formamide at 40℃; for 48h; Reagent/catalyst; Inert atmosphere;95%
5-ethyl-2-(2-hydroxyethyl)pyridine
5223-06-3

5-ethyl-2-(2-hydroxyethyl)pyridine

4-Fluoronitrobenzene
350-46-9

4-Fluoronitrobenzene

4-(2-(5-ethyl-2-pyridyl)ethoxy)nitrobenzene
85583-54-6

4-(2-(5-ethyl-2-pyridyl)ethoxy)nitrobenzene

Conditions
ConditionsYield
With Aliquat 336; sodium hydroxide In 1,2-dichloro-ethane at 0 - 5℃; for 4h; Solvent; Reagent/catalyst; Temperature;94.4%
With sodium hydroxide In water at 20 - 35℃; for 16h; Product distribution / selectivity;88.4%
With sodium hydroxide In water; dimethyl sulfoxide at 20 - 35℃; for 12h; Product distribution / selectivity;88.11%
5-ethyl-2-(2-hydroxyethyl)pyridine
5223-06-3

5-ethyl-2-(2-hydroxyethyl)pyridine

(Z)-3,4-dibromo-5-(4-hydroxy-3-methoxybenzylidene)furan-2(5H)-one

(Z)-3,4-dibromo-5-(4-hydroxy-3-methoxybenzylidene)furan-2(5H)-one

(Z)-3,4-dibromo-5-(4-(2-(5-ethylpyridin-2-yl)ethoxy)-3-methoxybenzylidene) furan-2(5H)-one

(Z)-3,4-dibromo-5-(4-(2-(5-ethylpyridin-2-yl)ethoxy)-3-methoxybenzylidene) furan-2(5H)-one

Conditions
ConditionsYield
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at -2 - 20℃; for 24.5h; Mitsunobu Displacement;81.3%
5-ethyl-2-(2-hydroxyethyl)pyridine
5223-06-3

5-ethyl-2-(2-hydroxyethyl)pyridine

2-(5-ethyl-1-oxypyridin-2-yl)ethanol
90643-32-6

2-(5-ethyl-1-oxypyridin-2-yl)ethanol

Conditions
ConditionsYield
With dihydrogen peroxide; acetic acid In water at 100℃; for 14h; Product distribution / selectivity;81%
With dihydrogen peroxide In acetic acid at 100℃; for 14h;81%
5-ethyl-2-(2-hydroxyethyl)pyridine
5223-06-3

5-ethyl-2-(2-hydroxyethyl)pyridine

3,4-dibromo-5-((4-hydrophenyl)methylene)furan-2(5H)-one

3,4-dibromo-5-((4-hydrophenyl)methylene)furan-2(5H)-one

(Z)-3,4-dibromo-5-(4-(2-(5-ethylpyridin-2-yl)ethoxy)benzylidene)furan-2(5H)-one

(Z)-3,4-dibromo-5-(4-(2-(5-ethylpyridin-2-yl)ethoxy)benzylidene)furan-2(5H)-one

Conditions
ConditionsYield
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at -2 - 20℃; for 24.5h; Mitsunobu Displacement;78.1%
5-ethyl-2-(2-hydroxyethyl)pyridine
5223-06-3

5-ethyl-2-(2-hydroxyethyl)pyridine

(Z)-3,4-dibromo-5-(3-ethoxy-4-hydroxybenzylidene)furan-2(5H)-one

(Z)-3,4-dibromo-5-(3-ethoxy-4-hydroxybenzylidene)furan-2(5H)-one

(Z)-3,4-dibromo-5-(3-ethoxy-4-(2-(5-ethylpyridin-2-yl)ethoxy)benzylidene) furan-2(5H)-one

(Z)-3,4-dibromo-5-(3-ethoxy-4-(2-(5-ethylpyridin-2-yl)ethoxy)benzylidene) furan-2(5H)-one

Conditions
ConditionsYield
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at -2 - 20℃; for 24.5h; Mitsunobu Displacement;76.3%
5-ethyl-2-(2-hydroxyethyl)pyridine
5223-06-3

5-ethyl-2-(2-hydroxyethyl)pyridine

4'-{[4-butyl-1-(5-hydroxypyrimidin-2-yl)-2-methyl-6-oxo-1,6-dihydropyrimidin-5-yl]methyl}biphenyl-2-carbonitrile
1239911-39-7

4'-{[4-butyl-1-(5-hydroxypyrimidin-2-yl)-2-methyl-6-oxo-1,6-dihydropyrimidin-5-yl]methyl}biphenyl-2-carbonitrile

4'-{[4-butyl-1-{5-[2-(5-ethylpyridin-2-yl)ethoxy]pyrimidin-2-yl}-2-methyl-6-oxo-1,6-dihydropyrimidin-5-yl]methyl}biphenyl-2-carbonitrile
1251746-43-6

4'-{[4-butyl-1-{5-[2-(5-ethylpyridin-2-yl)ethoxy]pyrimidin-2-yl}-2-methyl-6-oxo-1,6-dihydropyrimidin-5-yl]methyl}biphenyl-2-carbonitrile

Conditions
ConditionsYield
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran; ethanol at 20℃; for 2h; Mitsunobu reaction; Inert atmosphere;76%
5-ethyl-2-(2-hydroxyethyl)pyridine
5223-06-3

5-ethyl-2-(2-hydroxyethyl)pyridine

tert-butyloxamic acid
169772-25-2

tert-butyloxamic acid

N-(tert-butyl)-3-ethyl-6-(2-hydroxyethyl)picolinamide

N-(tert-butyl)-3-ethyl-6-(2-hydroxyethyl)picolinamide

Conditions
ConditionsYield
With (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; tetraethylammonium tosylate In acetonitrile Schlenk technique; Inert atmosphere; Electrochemical reaction; Irradiation; Sealed tube;73%
5-ethyl-2-(2-hydroxyethyl)pyridine
5223-06-3

5-ethyl-2-(2-hydroxyethyl)pyridine

4-fluorobenzonitrile
1194-02-1

4-fluorobenzonitrile

4-[2-(5-ethylpyridin-2-yl)ethoxy] benzonitrile
136402-00-1

4-[2-(5-ethylpyridin-2-yl)ethoxy] benzonitrile

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran67%
With sodium hydride
6-chloronicotinonitrile
33252-28-7

6-chloronicotinonitrile

5-ethyl-2-(2-hydroxyethyl)pyridine
5223-06-3

5-ethyl-2-(2-hydroxyethyl)pyridine

2-[2-(5-ethyl-2-pyridyl)ethoxy]-5-pyridonitrile
695171-53-0

2-[2-(5-ethyl-2-pyridyl)ethoxy]-5-pyridonitrile

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran at 0℃; for 2h;64.5%
5-ethyl-2-(2-hydroxyethyl)pyridine
5223-06-3

5-ethyl-2-(2-hydroxyethyl)pyridine

5-ethyl-2-(2-hydroxyethyl)piperidine
81684-30-2

5-ethyl-2-(2-hydroxyethyl)piperidine

Conditions
ConditionsYield
With hydrogen; platinum(IV) oxide In acetic acid under 3677.5 Torr;63%
With acetic acid; platinum Hydrogenation;
5-ethyl-2-(2-hydroxyethyl)pyridine
5223-06-3

5-ethyl-2-(2-hydroxyethyl)pyridine

3,4-dichloro-5-(4-hydroxybenzylidene)furan-2(5H)-one

3,4-dichloro-5-(4-hydroxybenzylidene)furan-2(5H)-one

(Z)-3,4-dichloro-5-(4-(2-(5-ethylpyridin-2-yl)ethoxy)benzylidene)furan-2(5H)-one

(Z)-3,4-dichloro-5-(4-(2-(5-ethylpyridin-2-yl)ethoxy)benzylidene)furan-2(5H)-one

Conditions
ConditionsYield
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at -2 - 20℃; for 24.5h; Mitsunobu Displacement;54.3%
(-)-chalepin

(-)-chalepin

5-ethyl-2-(2-hydroxyethyl)pyridine
5223-06-3

5-ethyl-2-(2-hydroxyethyl)pyridine

bis(trichloromethyl) carbonate
32315-10-9

bis(trichloromethyl) carbonate

C29H33NO6

C29H33NO6

Conditions
ConditionsYield
Stage #1: (-)-chalepin; bis(trichloromethyl) carbonate With dmap In dichloromethane at 20℃; for 0.25h; Inert atmosphere;
Stage #2: 5-ethyl-2-(2-hydroxyethyl)pyridine In dichloromethane at 20℃; Inert atmosphere;
50%
5-ethyl-2-(2-hydroxyethyl)pyridine
5223-06-3

5-ethyl-2-(2-hydroxyethyl)pyridine

3-(4-hydroxy-phenyl)-2-[(4-isopropyl-cyclohexanecarbonyl)-amino]-propionic acid methyl ester
321371-23-7

3-(4-hydroxy-phenyl)-2-[(4-isopropyl-cyclohexanecarbonyl)-amino]-propionic acid methyl ester

3-{4-[2-(5-ethyl-pyridin-2-yl)-ethoxy]-phenyl}-2-[(4-isopropyl-cyclohexanecarbonyl)-amino]-propionic acid methyl ester

3-{4-[2-(5-ethyl-pyridin-2-yl)-ethoxy]-phenyl}-2-[(4-isopropyl-cyclohexanecarbonyl)-amino]-propionic acid methyl ester

Conditions
ConditionsYield
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran Condensation;46%
5-ethyl-2-(2-hydroxyethyl)pyridine
5223-06-3

5-ethyl-2-(2-hydroxyethyl)pyridine

4-formylphenyl(mesityl)iodonium bromide

4-formylphenyl(mesityl)iodonium bromide

4-[2-(5-ethylpyridyl)ethoxy]benzaldehyde
114393-97-4

4-[2-(5-ethylpyridyl)ethoxy]benzaldehyde

Conditions
ConditionsYield
Stage #1: 5-ethyl-2-(2-hydroxyethyl)pyridine With sodium hydride In tert-butyl methyl ether; mineral oil at 20℃; for 0.25h; Inert atmosphere; Sealed tube;
Stage #2: 4-formylphenyl(mesityl)iodonium bromide In tert-butyl methyl ether; mineral oil at 50℃; for 1h; Inert atmosphere; Sealed tube; chemoselective reaction;
45%
5-ethyl-2-(2-hydroxyethyl)pyridine
5223-06-3

5-ethyl-2-(2-hydroxyethyl)pyridine

5-ethyl-2-vinyl-pyridine
5408-74-2

5-ethyl-2-vinyl-pyridine

Conditions
ConditionsYield
With aluminum oxide at 420℃;
With potassium hydroxide at 175℃; Erhitzen unter vermindertem Druck;
With potassium hydroxide Heating; Yield given;
5-ethyl-2-(2-hydroxyethyl)pyridine
5223-06-3

5-ethyl-2-(2-hydroxyethyl)pyridine

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

4-[2-(5-ethylpyridyl)ethoxy]benzaldehyde
114393-97-4

4-[2-(5-ethylpyridyl)ethoxy]benzaldehyde

Conditions
ConditionsYield
With sodium hydroxide; p-toluenesulfonyl chloride; benzyltri(n-butyl)ammonium chloride 1.) H2O, CH2Cl2, r.t., 2 h; 2.) H2O, 40-50 deg C, 12 h; Yield given. Multistep reaction;
5-ethyl-2-(2-hydroxyethyl)pyridine
5223-06-3

5-ethyl-2-(2-hydroxyethyl)pyridine

(S)-2-<(2-benzoylphenyl)amino>-3-(4-hydroxyphenyl)propionic acid methyl ester
196810-09-0

(S)-2-<(2-benzoylphenyl)amino>-3-(4-hydroxyphenyl)propionic acid methyl ester

(S)-2-(2-Benzoyl-phenylamino)-3-{4-[2-(5-ethyl-pyridin-2-yl)-ethoxy]-phenyl}-propionic acid methyl ester
219653-68-6

(S)-2-(2-Benzoyl-phenylamino)-3-{4-[2-(5-ethyl-pyridin-2-yl)-ethoxy]-phenyl}-propionic acid methyl ester

Conditions
ConditionsYield
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran Ambient temperature;
hydrogenchloride
7647-01-0

hydrogenchloride

5-ethyl-2-(2-hydroxyethyl)pyridine
5223-06-3

5-ethyl-2-(2-hydroxyethyl)pyridine

5-ethyl-2-vinyl-pyridine
5408-74-2

5-ethyl-2-vinyl-pyridine

Conditions
ConditionsYield
at 160 - 170℃; nachfolgenden Erwaermen mit Natronlauge;
5-ethyl-2-(2-hydroxyethyl)pyridine
5223-06-3

5-ethyl-2-(2-hydroxyethyl)pyridine

potassium hydroxide

potassium hydroxide

5-ethyl-2-vinyl-pyridine
5408-74-2

5-ethyl-2-vinyl-pyridine

Conditions
ConditionsYield
Destillation;
5-ethyl-2-(2-hydroxyethyl)pyridine
5223-06-3

5-ethyl-2-(2-hydroxyethyl)pyridine

ethanol
64-17-5

ethanol

sodium

sodium

A

2,5-diethyl-piperidine
116836-21-6

2,5-diethyl-piperidine

B

5-ethyl-2-<β-oxy-ethyl>-piperidine

5-ethyl-2-<β-oxy-ethyl>-piperidine

5-ethyl-2-(2-hydroxyethyl)pyridine
5223-06-3

5-ethyl-2-(2-hydroxyethyl)pyridine

(R)-1-((S)-4-Benzyl-2-oxo-oxazolidin-3-yl)-2-(4-hydroxy-benzyl)-4-(3aR,7aS)-octahydro-isoindol-2-yl-butane-1,4-dione

(R)-1-((S)-4-Benzyl-2-oxo-oxazolidin-3-yl)-2-(4-hydroxy-benzyl)-4-(3aR,7aS)-octahydro-isoindol-2-yl-butane-1,4-dione

(R)-1-((S)-4-Benzyl-2-oxo-oxazolidin-3-yl)-2-{4-[2-(5-ethyl-pyridin-2-yl)-ethoxy]-benzyl}-4-(3aR,7aS)-octahydro-isoindol-2-yl-butane-1,4-dione

(R)-1-((S)-4-Benzyl-2-oxo-oxazolidin-3-yl)-2-{4-[2-(5-ethyl-pyridin-2-yl)-ethoxy]-benzyl}-4-(3aR,7aS)-octahydro-isoindol-2-yl-butane-1,4-dione

Conditions
ConditionsYield
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran Condensation;
5-ethyl-2-(2-hydroxyethyl)pyridine
5223-06-3

5-ethyl-2-(2-hydroxyethyl)pyridine

(S)-1-((R)-4-Benzyl-2-oxo-oxazolidin-3-yl)-2-(4-hydroxy-benzyl)-4-(3aR,7aS)-octahydro-isoindol-2-yl-butane-1,4-dione
312689-81-9

(S)-1-((R)-4-Benzyl-2-oxo-oxazolidin-3-yl)-2-(4-hydroxy-benzyl)-4-(3aR,7aS)-octahydro-isoindol-2-yl-butane-1,4-dione

(S)-1-((R)-4-Benzyl-2-oxo-oxazolidin-3-yl)-2-{4-[2-(5-ethyl-pyridin-2-yl)-ethoxy]-benzyl}-4-(3aR,7aS)-octahydro-isoindol-2-yl-butane-1,4-dione
312689-59-1

(S)-1-((R)-4-Benzyl-2-oxo-oxazolidin-3-yl)-2-{4-[2-(5-ethyl-pyridin-2-yl)-ethoxy]-benzyl}-4-(3aR,7aS)-octahydro-isoindol-2-yl-butane-1,4-dione

Conditions
ConditionsYield
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran Condensation;
5-ethyl-2-(2-hydroxyethyl)pyridine
5223-06-3

5-ethyl-2-(2-hydroxyethyl)pyridine

7-hydroxy-2-oxo-2H-chromene-3-carboxylic acid methyl ester
86788-49-0

7-hydroxy-2-oxo-2H-chromene-3-carboxylic acid methyl ester

7-[2-(5-ethyl-pyridin-2-yl)-ethoxy]-2-oxo-2H-chromene-3-carboxylic acid methyl ester
616200-86-3

7-[2-(5-ethyl-pyridin-2-yl)-ethoxy]-2-oxo-2H-chromene-3-carboxylic acid methyl ester

Conditions
ConditionsYield
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran Mitsunobu reaction;
5-ethyl-2-(2-hydroxyethyl)pyridine
5223-06-3

5-ethyl-2-(2-hydroxyethyl)pyridine

di(succinimido) carbonate
74124-79-1

di(succinimido) carbonate

N-succinimidyl 2-(5-ethylpyridin-2-yl)ethyl carbonate

N-succinimidyl 2-(5-ethylpyridin-2-yl)ethyl carbonate

Conditions
ConditionsYield
With triethylamine In acetonitrile at 20℃; for 18h;

5-Ethyl-2-pyridineethanol Chemical Properties

5-Ethyl-2-pyridineethanol(5223-06-3) exists as white to straw yellow crystals.
Molecular Structure:
Molecular Formula: C9H13NO.
Molecular Weight: 151.21.
Density: 1.037 g/cm3.
Boiling Point: 127 ℃(5 mmHg).
Flash Point: 110.7 ℃.
 

5-Ethyl-2-pyridineethanol Uses

5-Ethyl-2-pyridineethanol(5223-06-3) is used as building block in chemical synthesis. 5-Ethyl-2-pyridineethanol(5223-06-3) is used as raw material of Pioglitazone that can cure sugar diabetes type two.
 

5-Ethyl-2-pyridineethanol Safety Profile

Harmful in contact with skin. Risk of serious damage to eyes. Toxic in contact with skin.

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