4-(4-(Trifluoromethyl)phenoxy)benzoic acid → (4-(4-(Trifluoromethyl)phenoxy)phenyl)methanol

To a solution of 2.0 g commercially available 4-(4-Trifluoromethyl-phenoxy)-benzoic acid in 180 ml tetrahydrofuran 269 mg lithium aluminum hydride were added at −20° C. portionwise. The reaction temperature was maintained between −5° C. and −20° C. After completion of the addition the cooling bath was removed and the reaction mixture was allowed to warm to room temperature. The reaction mixture was stirred at room temperature for two hours. Then the reaction mixture was cooled again to −40° C. and 3 ml water were added. The cooling bath was removed and the reaction mixture was allowed to warm to room temperature. The reaction mixture was stirred at room temperature for four hours. Then the reaction mixture was dried over MgSO4. The solvent was removed in vacuo and the residue purified by flash chromatography on silica gel with the eluents n-heptane:ethyl acetate=9:1=>2:1 to obtain 600 mg [4-(4-Trifluoromethyl-phenoxy)-phenyl]-methanol.

1. temperatureThe reaction temperature was maintained between −5° C. and −20° C
2. additionAfter completion of the addition the cooling bath
3. customwas removed
4. temperatureThen the reaction mixture was cooled again to −40° C.
5. addition3 ml water were added
6. customThe cooling bath was removed
7. temperatureto warm to room temperature
8. stirringThe reaction mixture was stirred at room temperature for four hours
9. dry with materialThen the reaction mixture was dried over MgSO4
10. customThe solvent was removed in vacuo
11. customthe residue purified by flash chromatography on silica gel with the eluents n-heptane

ORD-Eintrag

ord-aa004457d7b34d888822a26f18961fea

Quelldatensatz

uspto-grants-2011_03

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07910612B2