2,6-Dipropylphenol → 2,6-Dipropyl4-propionylphenol

HRID 9250Notes

Reaction equation

HRID 9250 reaction equation
[C:1]([O-:5])(=O)[CH2:2][CH3:3].[Na+].[CH2:7]([C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([CH2:16][CH2:17][CH3:18])[C:11]=1[OH:19])[CH2:8][CH3:9]>OS(C(F)(F)F)(=O)=O>[CH2:16]([C:12]1[CH:13]=[C:14]([C:1](=[O:5])[CH2:2][CH3:3])[CH:15]=[C:10]([CH2:7][CH2:8][CH3:9])[C:11]=1[OH:19])[CH2:17][CH3:18]

Participants

4

Reactant 2

HCID 811072,6-DipropylphenolHCID 2723816Sodium Propionate

Product 1

HCID 113108722,6-Dipropyl4-propionylphenol

Reagents, catalysts & solvents 1

HCID 62406Trifluoromethanesulfonic acidSolvent

Procedure

Sodium propanoate (0.88 g, 1.5 eq) and 2,6-dipropylphenol (1.09 g, 1.0 eq) were combined in Triflic Acid (5.0 g) as in Example 13, step 1. The resulting waxy solid was purified by chromatography on silica gel using ethyl acetate:hexanes:acetic acid (10:90:1) to give the titled phenol.

Workup

  1. customThe resulting waxy solid was purified by chromatography on silica gel

Sources & evidence

ORD record
ord-ec11d9e4f3f449f6a915145c8ea66bec
Source dataset
uspto-grants-2006_08
Patent number
US07091230B2

Reaction notes

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