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CAS No.: | 3382-63-6 |
---|---|
Name: | 4-[[(4-Fluorophenyl)imino]methyl]-phenol |
Article Data: | 23 |
Molecular Structure: | |
Formula: | C13H10FNO |
Molecular Weight: | 215.227 |
Synonyms: | Phenol,p-[N-(p-fluorophenyl)formimidoyl]- (8CI);4-[(4-Fluorophenylimino)methyl]phenol;Phenol,4-[[(4-fluorophenyl)imino]methyl]-; |
EINECS: | 636-494-5 |
Density: | 1.13 g/cm3 |
Melting Point: | 179.0 to 183.0 °C |
Boiling Point: | 370.9 °C at 760 mmHg |
Flash Point: | 178.1 °C |
PSA: | 32.59000 |
LogP: | 3.28190 |
4-hydroxy-benzaldehyde
4-fluoroaniline
N-(4-hydroxybenzylidene)-4-fluorobenzenamine
Conditions | Yield |
---|---|
In water at 20 - 85℃; for 5.5h; Large scale; | 97.5% |
In methanol at 20 - 30℃; Large scale; | 90% |
In isopropyl alcohol at 50℃; for 1h; | 88% |
ezetemibe
A
(-)-6-(4-fluorophenyl)tetrahydro-2H-pyran-2-one
B
N-(4-hydroxybenzylidene)-4-fluorobenzenamine
Conditions | Yield |
---|---|
In water; acetonitrile UV-irradiation; |
p-azidofluorobenzene
trans-4-Hydroxystilbene
A
N-benzylidene-4-fluoroaniline
B
N-(4-hydroxybenzylidene)-4-fluorobenzenamine
Conditions | Yield |
---|---|
With iron(II) chloride In acetonitrile at 100℃; Sealed tube; Inert atmosphere; |
4-fluoroaniline
A
N-benzylidene-4-fluoroaniline
B
N-(4-hydroxybenzylidene)-4-fluorobenzenamine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: hydrogenchloride; sodium nitrite / water / 1 h / 0 - 5 °C / Inert atmosphere 1.2: 10 h / 20 °C / Inert atmosphere 2.1: iron(II) chloride / acetonitrile / 100 °C / Sealed tube; Inert atmosphere View Scheme |
N-(4-hydroxybenzylidene)-4-fluorobenzenamine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: sodium acetate; palladium diacetate / 12 h / 20 °C / Inert atmosphere 2: iron(II) chloride / acetonitrile / 100 °C / Sealed tube; Inert atmosphere View Scheme |
N-(4-hydroxybenzylidene)-4-fluorobenzenamine
tert-butyldimethylsilyl chloride
N-(4-((tert-butyldimethylsilyl)oxy)benzylidene)-4-fluoroaniline
Conditions | Yield |
---|---|
Stage #1: N-(4-hydroxybenzylidene)-4-fluorobenzenamine With dmap; triethylamine In dichloromethane at 0℃; for 0.166667h; Inert atmosphere; Stage #2: tert-butyldimethylsilyl chloride In dichloromethane at 0 - 20℃; Inert atmosphere; | 99% |
With 1H-imidazole In N,N-dimethyl-formamide at 60℃; for 4h; | 97.5% |
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 20℃; for 5h; | 98% |
N-(4-hydroxybenzylidene)-4-fluorobenzenamine
trityl chloride
N-(4-trityloxybenzylidene)-4-fluoroaniline
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine In dichloromethane at 10 - 20℃; for 1.08333h; | 97.8% |
With N-ethyl-N,N-diisopropylamine In dichloromethane at 10 - 20℃; | |
With N-ethyl-N,N-diisopropylamine In dichloromethane at 10 - 20℃; |
chloro-trimethyl-silane
3-[5-(4-fluorophenyl)-1,5-dioxopentyl]-4-phenyl-2-oxazolidinone
N-(4-hydroxybenzylidene)-4-fluorobenzenamine
3-{2-[3-(fluorophenyl)-3-(trimethyl silyloxy)-propyl]-3-(4-fluoro phenyl amino)-3-(4-trimethyl silyloxy phenyl)-1-oxo-propyl}-4-(S)-phenyl oxazolidin-2-one
Conditions | Yield |
---|---|
Stage #1: 3-[5-(4-fluorophenyl)-1,5-dioxopentyl]-4-phenyl-2-oxazolidinone With dimethylsulfide borane complex; ascorbic acid; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole In dichloromethane at -10 - 8℃; for 7.25h; Inert atmosphere; Large scale; Stage #2: With dihydrogen peroxide In methanol; dichloromethane at -5 - 20℃; for 0.5h; Inert atmosphere; Large scale; Stage #3: chloro-trimethyl-silane; N-(4-hydroxybenzylidene)-4-fluorobenzenamine Large scale; Further stages; | 96.3% |
N-(4-hydroxybenzylidene)-4-fluorobenzenamine
2,2,2-Trichloroethyl chloroformate
Conditions | Yield |
---|---|
With triethylamine In dichloromethane at 0 - 5℃; for 6h; | 95% |
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The Molecular Structure of 4-[[(4-Fluorophenyl)imino]methyl]-phenol (CAS NO.3382-63-6):
Empirical Formula: C13H10FNO
Molecular Weight: 215.223
IUPAC Name: 4-[(4-fluoroanilino)methylidene]cyclohexa-2,5-dien-1-one
Product Categories: Intermediate of ezetimibe
Nominal Mass: 215 Da
Average Mass: 215.223 Da
Monoisotopic Mass: 215.074642 Da
Index of Refraction: 1.558
Molar Refractivity: 61.135 cm3
Molar Volume: 189.753 cm3
Surface Tension: 38.376 dyne/cm
Density: 1.134 g/cm3
Flash Point: 178.131 °C
Enthalpy of Vaporization: 64.215 kJ/mol
Boiling Point: 370.927 °C at 760 mmHg
Vapour Pressure: 0 mmHg at 25°C
4-[[(4-Fluorophenyl)imino]methyl]-phenol (CAS NO.3382-63-6) is used for synthesis of ezetimibe .
4-[[(4-Fluorophenyl)imino]methyl]-phenol (CAS NO.3382-63-6) is also called as 4-(4-Hydroxybenzylidene) fluoro aniline ; 2-(4 ' -Hydrophenyl)-4-fluorobenyl imine ; Alpha-4-fluorophenylimino-p-cresol ; (E)-4-((4-fluorophenylimino)methyl)phenol ; 4-Fluoro-n-(hydroxyphenyl)methylene-benzenamine .