Methyl morpholine oxide → 5-(4-Bromo-phenyl)-3-methyl-isoxazole-4-carbaldehyde

HRID 1528731Notes

Reaction equation

HRID 1528731 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:12][N:11]=[C:10]([CH3:13])[C:9]=2[CH2:14][OH:15])=[CH:4][CH:3]=1.C[N+]1([O-])CCOCC1>C(Cl)Cl.[Ru]([O-])(=O)(=O)=O.C([N+](CCC)(CCC)CCC)CC>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2[O:12][N:11]=[C:10]([CH3:13])[C:9]=2[CH:14]=[O:15])=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 82029Methyl morpholine oxideHCID 58218538[5-(4-Bromo-phenyl)-3-methyl-isoxazol-4-yl]-methanol

Product 1

HCID 821337925-(4-Bromo-phenyl)-3-methyl-isoxazole-4-carbaldehyde

Reagents, catalysts & solvents 2

HCID 178419074HCID 178419074, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

[5-(4-Bromo-phenyl)-3-methyl-isoxazol-4-yl]-methanol (1.2 g, 4.5 mmol) was treated with 4-methylmorpholine N-oxide (0.786 g, 6.7 mmol) and tetrapropylammonium perruthenate (catalytic) in CH2Cl2. Standard workup procedure afforded the title compound.

Sources & evidence

ORD record
ord-1ece52e157ed4f369ec8c25e8ed28266
Source dataset
uspto-grants-2015_07
Patent number
US09090573B2

Reaction notes

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