Toluene → HCID 68459332, compound
Reaction equation
C([O:3][C:4]([C:6]1[CH:11]=[CH:10][C:9]([C:12]2[CH:17]=[CH:16][C:15]([C:18]([F:21])([F:20])[F:19])=[CH:14][CH:13]=2)=[C:8]([O:22][CH2:23][CH3:24])[CH:7]=1)=O)C.CC(C[AlH]CC(C)C)C.C1(C)C=CC=CC=1>C1COCC1>[CH2:23]([O:22][C:8]1[CH:7]=[C:6]([CH2:4][OH:3])[CH:11]=[CH:10][C:9]=1[C:12]1[CH:17]=[CH:16][C:15]([C:18]([F:19])([F:20])[F:21])=[CH:14][CH:13]=1)[CH3:24]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
To the above synthesized 2-ethoxy-4′-trifluoromethyl-biphenyl-4-carboxylic acid ethyl ester (0.515 g, 1.52 mmol), dissolved in 6 ml of abs. THF, was added drop wise at −10° C. DIBAL-H solution in toluene (3.81 ml 1M, 2.5 eq.). After additional 60 Min. at ambient temperature, the reaction mixture was carefully poured onto crashed ice/dil. HCl-solution, twofold extracted with AcOEt, washed with water, dried over sodium sulfate, and evaporated to dryness. Thereby, 0.359 g of the title alcohol was isolated as white solid, sufficiently pure for the next step.