Methyl morpholine oxide → HCID 86620745, compound

HRID 554302Notes

Reaction equation

HRID 554302 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([S:8]([N:11]2[C:15]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)=[CH:14][C:13]([CH2:22][OH:23])=[C:12]2[CH3:24])(=[O:10])=[O:9])[CH:5]=[CH:6][CH:7]=1.C[N+]1([O-])CCOCC1>[Ru]([O-])(=O)(=O)=O.C([N+](CCC)(CCC)CCC)CC>[Cl:1][C:2]1[CH:3]=[C:4]([S:8]([N:11]2[C:15]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)=[CH:14][C:13]([CH:22]=[O:23])=[C:12]2[CH3:24])(=[O:9])=[O:10])[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 82029Methyl morpholine oxideHCID 66924770HCID 66924770, compound

Product 1

HCID 86620745HCID 86620745, compoundYield 70.1%

Reagents, catalysts & solvents 1

HCID 178419074HCID 178419074, compoundCatalyst

Procedure

Using {1-[(3-chlorophenyl)sulfonyl]-2-methyl-5-phenyl-1H-pyrrol-3-yl}methanol (340 mg), tetra-n-propylammonium perruthenate (17.7 mg), N-methylmorpholine N-oxide (179 mg) and molecular sieves 4A powder (189 mg), a procedure as in Reference Example 6 was performed to give the title compound as a brown oil (yield 237 mg, 70%).

Sources & evidence

ORD record
ord-154848a506c74c2eb14236d546a0373f
Source dataset
uspto-grants-2011_11
Patent number
US08048909B2

Reaction notes

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