Ethanone, 1-(2,4,6-trimethylphenyl)- → 2-(2,4,6-Trimethylphenyl)propan-2-ol

HRID 1261566Notes

Reaction equation

HRID 1261566 reaction equation
[CH3:1][Mg]Cl.[CH3:4][C:5]1[CH:10]=[C:9]([CH3:11])[CH:8]=[C:7]([CH3:12])[C:6]=1[C:13](=[O:15])[CH3:14]>>[CH3:4][C:5]1[CH:10]=[C:9]([CH3:11])[CH:8]=[C:7]([CH3:12])[C:6]=1[C:13]([OH:15])([CH3:1])[CH3:14]

Participants

3

Reactant 2

HCID 15461Ethanone, 1-(2,4,6-trimethylphenyl)-HCID 178418332HCID 178418332, compound

Product 1

HCID 2930032-(2,4,6-Trimethylphenyl)propan-2-ol

Procedure

According to Example 2, MeMgCl (2.9 M; 0.76 mL, 2.2 mmol, 1.10 equiv) was reacted with 1-(2,4,6-trimethyl-phenyl)-ethanone (324 mg, 2.00 mmol) in the presence of LaCl3.2LiCl (0.33 M; 6.06 mL, 2.00 mmol, 1.00 equiv). Column chromatographical purification (silica; pentane:Et2O 9:1) afforded the desired product as colorless, crystalline solid, mp=106−107° C. (217 mg, 61%).

Workup

  1. customColumn chromatographical purification (silica; pentane:Et2O 9:1)

Sources & evidence

ORD record
ord-5a7c5d1f7e124da2b344bb7a06eb5be2
Source dataset
uspto-grants-2013_06
Patent number
US08470982B2

Reaction notes

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