Anisole → 4-METHOXY-2'-METHYLBENZOPHENONE

HRID 1857195Notes

Reaction equation

HRID 1857195 reaction equation
[C:1]1([O:7][CH3:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:9][C:10]1[CH:18]=[CH:17][CH:16]=[CH:15][C:11]=1[C:12](Cl)=[O:13].FC(F)(F)S([O-])(=O)=O.[Yb+3].FC(F)(F)S([O-])(=O)=O.FC(F)(F)S([O-])(=O)=O>[N+](C)([O-])=O>[CH3:9][C:10]1[CH:18]=[CH:17][CH:16]=[CH:15][C:11]=1[C:12]([C:4]1[CH:5]=[CH:6][C:1]([O:7][CH3:8])=[CH:2][CH:3]=1)=[O:13]

Participants

5

Reactant 3

HCID 7519AnisoleHCID 702762-Methylbenzoyl chlorideHCID 2733225Ytterbium triflate

Product 1

HCID 6145214-METHOXY-2'-METHYLBENZOPHENONEYield 74.2%

Reagents, catalysts & solvents 1

HCID 6375NitromethaneSolvent

Conditions

Temperature
60 °C

Procedure

To commercially available nitromethane (10 ml) were added commercially available anisole (1.081 g), commercially available 2-methylbenzoyl chloride (1.546 g) and commercially available ytterbium(III) trifluoromethanesulfonate (620 mg), and the admixture was stirred at 60° C. for 7 hours. The reaction mixture was treated in the same manner as described in Example 120 to obtain 1.679 g of the title compound (yield: 74%).

Workup

  1. additionThe reaction mixture was treated in the same manner

Sources & evidence

ORD record
ord-0410269a9d474fa1a311624fa476872d
Source dataset
uspto-grants-2000_11
Patent number
US06143764

Reaction notes

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