ChemicalBook--->CAS DataBase List--->457889-46-2

457889-46-2

457889-46-2 Structure

457889-46-2 Structure
IdentificationBack Directory
[Name]

(4'-TRIFLUOROMETHYLBIPHENYL-4-YL)-METHANOL
[CAS]

457889-46-2
[Synonyms]

AKOS BAR-1788
RARECHEM AL BD 1218
4-(4-Trifluoromethyl)Benzyl Alcohol
4’-(Trifluoromethyl)biphenyl-4-methanol
(4'-TRIFLUOROMETHYLBIPHENYL-4-YL)-METHANOL
4-(4-(Trifluoromethyl)phenyl)benzyl alcohol
1-(4^-Trifluoromethylbiphenyl-4-yl)methanol
[4-[4-(trifluoromethyl)phenyl]phenyl]methanol
4'-(TrifluoroMethyl)-[1,1'-biphenyl]-4-Methanol
(4-[4-(TRIFLUOROMETHYL)PHENYL]PHENYL)METHAN-1-OL
[1,1'-Biphenyl]-4-methanol, 4'-(trifluoromethyl)-
[4'-(TRIFLUOROMETHYL)[1,1'-BIPHENYL]-4-YL]METHANOL
[Molecular Formula]

C14H11F3O
[MDL Number]

MFCD01862515
[MOL File]

457889-46-2.mol
[Molecular Weight]

252.23
Chemical PropertiesBack Directory
[Melting point ]

147-149°
[storage temp. ]

Sealed in dry,Room Temperature
[Appearance]

White to off-white Solid
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[HazardClass ]

IRRITANT
Spectrum DetailBack Directory
[Spectrum Detail]

(4'-TRIFLUOROMETHYLBIPHENYL-4-YL)-METHANOL(457889-46-2)1HNMR
Hazard InformationBack Directory
[Synthesis]

4'-TRIFLUOROMETHYLBIPHENYL-4-CARBOXYLIC ACID

195457-71-7

(4'-TRIFLUOROMETHYLBIPHENYL-4-YL)-METHANOL

457889-46-2

LiAlH4 (2.0 M THF solution, 3.0 mL, 6.00 mmol) was dissolved in anhydrous THF (10 mL) under nitrogen protection and cooled to 0 °C. To this stirred mixture was added dropwise a solution of 4'-[4-(trifluoromethyl)phenyl]benzoic acid (0.4 g, 1.5 mmol) in anhydrous THF (10 mL). The reaction mixture was stirred at room temperature for 4 hours. Subsequently, H2O (0.23 mL), 3.0 M KOH solution (0.23 mL) and H2O (0.77 mL) were added slowly at 0 °C. The mixture was continued to be stirred at 0 °C for 1 h. The solid residue was removed by filtration and the organic phase was dried with Na2SO4. The organic solution was filtered again and concentrated to dryness. The crude product was purified by column chromatography using a Teledyne ISCO unit with the eluent cyclohexane/ethyl acetate (100:0 to 70:30) to afford 4'-trifluoromethyl-4-biphenylmethanol (0.3 g, 79%) as a white solid.1H NMR (DMSO-d6) data were as follows: δ 4.56 (d, J=5.7 Hz, 2H), δ 5.25 (t, J=5.7Hz, 1H), 7.45 (d, J=8.1Hz, 2H), 7.70 (d, J=8.1Hz, 2H), 7.81 (d, J=8.1Hz, 2H), 7.89 (d, J=8.1Hz, 2H).

[References]

[1] Patent: WO2013/78430, 2013, A1. Location in patent: Paragraph 0353
[2] Journal of Medicinal Chemistry, 2014, vol. 57, # 23, p. 10101 - 10111
[3] Patent: US9353075, 2016, B2. Location in patent: Page/Page column 122
[4] Patent: WO2009/71504, 2009, A1. Location in patent: Page/Page column 65
[5] Patent: WO2010/15653, 2010, A1. Location in patent: Page/Page column 39
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