Methyl morpholine oxide → 5-Bromo-4-ethyl-1-(phenylsulfonyl)-1H-pyrrole-3-carbaldehyde

HRID 554299Notes

Reaction equation

HRID 554299 reaction equation
[Br:1][C:2]1[N:6]([S:7]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)(=[O:9])=[O:8])[CH:5]=[C:4]([CH2:16][OH:17])[C:3]=1[CH2:18][CH3:19].C[N+]1([O-])CCOCC1>[Ru]([O-])(=O)(=O)=O.C([N+](CCC)(CCC)CCC)CC>[Br:1][C:2]1[N:6]([S:7]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)(=[O:9])=[O:8])[CH:5]=[C:4]([CH:16]=[O:17])[C:3]=1[CH2:18][CH3:19]

Participants

4

Reactant 2

HCID 82029Methyl morpholine oxideHCID 66924674[5-Bromo-4-ethyl-1-(phenylsulfonyl)-1H-pyrrol-3-yl]methanol

Product 1

HCID 862328285-Bromo-4-ethyl-1-(phenylsulfonyl)-1H-pyrrole-3-carbaldehydeYield 49%

Reagents, catalysts & solvents 1

HCID 178419074HCID 178419074, compoundCatalyst

Procedure

Using [5-bromo-4-ethyl-1-(phenylsulfonyl)-1H-pyrrol-3-yl]methanol (1.05 g), tetra-n-propylammonium perruthenate (54.3 mg), N-methylmorpholine N-oxide (543 mg) and molecular sieves 4A powder (522 mg), a procedure as in Reference Example 6 was performed to give the title compound as white crystals (yield 0.51 g, 49%).

Sources & evidence

ORD record
ord-a4d338d02ec44315b0eb2a71ffbfbaf4
Source dataset
uspto-grants-2011_11
Patent number
US08048909B2

Reaction notes

Loading…