Hydrochloric Acid → 1-[4-(Trifluoromethyl)phenyl]propan-1-ol

Temperature

0 °C

Dry tetrahydrofuran (700 mL), magnesium turnings (16.75 g, 0.69 mol, 1.2 eq), and a iodine crystal were placed in a flask and the mixture was stirred intensively at 0° C. Bromoethane (68 g, 46.7 mL, 0.69 mol, 1.1 eq) was added dropwise and the resulting mixture was allowed to stir for 30 min. Then the reaction mixture was treated with 4-trifluoromethylbenzaldehyde (100 g, 0.57 mol, 1 eq). After stirring at room temperature for 2 h, the reaction mixture was cooled to 0° C. and poured carefully to a mixture of 1N HCl (750 mL) and ice cooled to 0° C. and poured carefully to a mixture of 1N HCl (750 mL) and ice with CH2Cl2. The organic layer was washed with 5% aqueous NaHCO3 and with CH2Cl2. The organic layer was washed with 5% aqueous NaHCO3 and brine, then dried over anhydrous Na2SO4, the drying agent was filtered and

1. stirringto stir for 30 min
2. stirringAfter stirring at room temperature for 2 h
3. temperaturethe reaction mixture was cooled to 0° C.
4. temperaturecooled to 0° C.
5. washThe organic layer was washed with 5% aqueous NaHCO3 and with CH2Cl2
6. washThe organic layer was washed with 5% aqueous NaHCO3 and brine
7. dry with materialdried over anhydrous Na2SO4
8. filtrationthe drying agent was filtered

ORD record

ord-f75a90d5b5e3410fab6666f3d7a61c02

Source dataset

uspto-grants-1995_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05478826