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Basic Information
CAS No.: 3418-45-9
Name: 3-Quinolinol,1,2,3,4-tetrahydro-
Molecular Structure:
Molecular Structure of 3418-45-9 (3-Quinolinol,1,2,3,4-tetrahydro-)
Formula: C9H11 N O
Molecular Weight: 149.192
Synonyms: 3-QUINOLINOL;3-Quinolinol, 1,2,3,4-tetrahydro-
Density: 1.154g/cm3
Melting Point: 87 °C
Boiling Point: 318.686°C at 760 mmHg
Flash Point: 173.868°C
PSA: 32.26000
LogP: 1.15350
Related products
Synthetic route
91-22-5

quinoline

A

3418-45-9

1,2,3,4-tetrahydroquinolin-3-ol

B

1,2,3,4-tetrahydroquinolin-2-ol

Conditions
ConditionsYield
Stage #1: quinoline With borane-THF; boron trichloride In hexane at 0 - 65℃; for 4h; Inert atmosphere;
Stage #2: With sodium perborate; water at 20℃; for 2h; Reagent/catalyst; Inert atmosphere;		A 70%
B 21%
580-18-7

3-hydroxyquinoline

3418-45-9

1,2,3,4-tetrahydroquinolin-3-ol

Conditions
ConditionsYield
With ethanol; sodium at 80℃; for 2h;48%
With ethanol; palladium at 55℃; Hydrogenation;
With potassium hydroxide; water elektrochemische Reduktion;
With sulfuric acid; water elektrochemische Reduktion;
With ethanol; sodium
91-22-5

quinoline

3418-45-9

1,2,3,4-tetrahydroquinolin-3-ol

Conditions
ConditionsYield
Stage #1: quinoline With monochloroborane dimethyl sulfide complex In tetrahydrofuran at 0 - 65℃; for 48h; Inert atmosphere;
Stage #2: With sodium perborate; water at 20℃; for 2h; Reagent/catalyst; Inert atmosphere;		45%
Multi-step reaction with 2 steps
1: tris(pentafluorophenyl)borate / chloroform-d1 / 24 h / 25 °C / Inert atmosphere
2: sodium perborate tetrahydrate / water; tetrahydrofuran / 1 h / 20 °C / Inert atmosphere
View Scheme
Multi-step reaction with 2 steps
1: tris(pentafluorophenyl)borate / chloroform-d1 / 24 h / 85 °C / Inert atmosphere
2: sodium perborate tetrahydrate / water; tetrahydrofuran / 1 h / 20 °C / Inert atmosphere
View Scheme
580-18-7

3-hydroxyquinoline

7664-93-9

sulfuric acid

7732-18-5

water

3418-45-9

1,2,3,4-tetrahydroquinolin-3-ol

Conditions
ConditionsYield
bei der elektrochemischen Reduktion an Blei-Kathoden;
...Expand
580-18-7

3-hydroxyquinoline

7732-18-5

water

KOH-solution

KOH-solution

3418-45-9

1,2,3,4-tetrahydroquinolin-3-ol

Conditions
ConditionsYield
bei der elektrochemischen Reduktion an Nickel-Kathoden;
...Expand

C21H17B2NO4

3418-45-9

1,2,3,4-tetrahydroquinolin-3-ol

Conditions
ConditionsYield
With sodium perborate tetrahydrate In tetrahydrofuran; water at 20℃; for 1h; Inert atmosphere;
3418-45-9

1,2,3,4-tetrahydroquinolin-3-ol

18162-48-6

tert-butyldimethylsilyl chloride

3-((tert-butyldimethylsilyl)oxy)-1,2,3,4-tetrahydroquinoline

Conditions
ConditionsYield
With 1H-imidazole In tetrahydrofuran at 80℃; for 12h;38%
3418-45-9

1,2,3,4-tetrahydroquinolin-3-ol

402-23-3

1-bromomethyl-3-trifluoromethylbenzene

1-[[3-(trifluoromethyl)phenyl]methyl]-3,4-dihydro-2H-quinolin-3-ol

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 25℃; for 12h;18.4%
3418-45-9

1,2,3,4-tetrahydroquinolin-3-ol

1-(3-(3-((tert-butyldimethylsilyl)oxy)-3,4-dihydroquinolin-1(2H)-yl)-1-((S)-tetrahydrofuran-3-yl)-6,7-dihydro-1H-pyrazolo[4,3-c]pyridin-5(4H)-yl)ethanone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1H-imidazole / tetrahydrofuran / 12 h / 80 °C
2: ruphos; dichloro[1,3-bis(2,6-di-3-pentylphenyl)imidazol-2-ylidene](3-chloropyridyl)palladium(II) / 1,4-dioxane / 16 h / 120 °C / Inert atmosphere
View Scheme
3418-45-9

1,2,3,4-tetrahydroquinolin-3-ol

1-(3-(6-bromo-3-((tert-butyldimethylsilyl)oxy)-3,4-dihydroquinolin-1(2H)-yl)-1-((S)-tetrahydrofuran-3-yl)-6,7-dihydro-1H-pyrazolo[4,3-c]pyridin-5(4H)-yl)ethanone

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 1H-imidazole / tetrahydrofuran / 12 h / 80 °C
2: ruphos; dichloro[1,3-bis(2,6-di-3-pentylphenyl)imidazol-2-ylidene](3-chloropyridyl)palladium(II) / 1,4-dioxane / 16 h / 120 °C / Inert atmosphere
3: N-Bromosuccinimide / dichloromethane / 2 h / 20 °C
View Scheme
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