Propionic Acid → 3-Fluoro-2,6-dipropyl-4-propionylphenol

Reaction equation

[C:1](O)(=O)[CH2:2][CH3:3].[F:6][C:7]1[C:8]([CH2:17][CH2:18][CH3:19])=[C:9]([OH:16])[CH:10]=[CH:11][C:12]=1[CH2:13][CH2:14][CH3:15].FC(F)(F)S(O)(=O)=[O:23]>>[F:6][C:7]1[C:8]([CH2:17][CH2:18][CH3:19])=[C:9]([OH:16])[C:10]([CH2:1][CH2:2][CH3:3])=[CH:11][C:12]=1[C:13](=[O:23])[CH2:14][CH3:15]

Participants

Reactant 3

HCID 1032Propionic Acid

HCID 62406Trifluoromethanesulfonic acid

HCID 219859573-Fluoro-2,4-dipropylphenol

Product 1

HCID 219859433-Fluoro-2,6-dipropyl-4-propionylphenol

Procedure

Propionic acid (9.07 g, 123 mmol) and 3-fluoro-2,4-dipropylphenol (9.60 g, 49.0 mmol) were mixed in trifluoromethanesulfonic acid (50 mL) as in Example 13, step 1. Purification by chramotography on silica gel using ethyl acetate:hexane (10:90) gave the title compound as a white solid.