Anisole → (4-Butylphenyl)(4-methoxyphenyl)methanone

HRID 1857215Notes

Reaction equation

HRID 1857215 reaction equation
[C:1]1([O:7][CH3:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:9]([C:13]1[CH:21]=[CH:20][C:16]([C:17](Cl)=[O:18])=[CH:15][CH:14]=1)[CH2:10][CH2:11][CH3:12].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>[CH3:8][O:7][C:1]1[CH:6]=[CH:5][C:4]([C:17]([C:16]2[CH:20]=[CH:21][C:13]([CH2:9][CH2:10][CH2:11][CH3:12])=[CH:14][CH:15]=2)=[O:18])=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 7519AnisoleHCID 1200494-Butylbenzoyl chlorideHCID 2733225Ytterbium triflate

Product 1

HCID 12343545(4-Butylphenyl)(4-methoxyphenyl)methanoneYield 32.2%

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 4-(n-butyl)benzoyl chloride (1.967 g) and commercially available ytterbium(III) trifluoromethanesulfonate (620 mg), and the admixture was stirred at 60° C. for 6 hours. The reaction mixture was treated in the same manner as described in Example 120 to obtain 863 mg of the title compound (yield: 32%).

Workup

  1. additionThe reaction mixture was treated in the same manner

Sources & evidence

ORD record
ord-7e4290fa5bc448019ea2713fb9d42c58
Source dataset
uspto-grants-2000_11
Patent number
US06143764

Reaction notes

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