Methyl morpholine oxide → HCID 86662751, compound

HRID 2091272Notes

Reaction equation

HRID 2091272 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][C:5]2[O:9][C:8]([CH2:10][OH:11])=[C:7]([CH2:12][O:13][CH2:14][CH2:15][O:16][CH3:17])[C:6]=2[CH:18]=1.C[N+]1([O-])CCOCC1>[Ru]([O-])(=O)(=O)=O.C([N+](CCC)(CCC)CCC)CC.C(#N)C>[F:1][C:2]1[CH:3]=[CH:4][C:5]2[O:9][C:8]([CH:10]=[O:11])=[C:7]([CH2:12][O:13][CH2:14][CH2:15][O:16][CH3:17])[C:6]=2[CH:18]=1

Participants

5

Reactant 2

HCID 82029Methyl morpholine oxideHCID 66777774HCID 66777774, compound

Product 1

HCID 86662751HCID 86662751, compoundYield 51%

Reagents, catalysts & solvents 2

HCID 178419074HCID 178419074, compoundCatalystHCID 6342AcetonitrileSolvent

Procedure

To a mixture of {5-fluoro-3-[(2-methoxyethoxy)methyl]-1-benzofuran-2-yl}methanol (2.65 g) synthesized above, 4-methylmorpholine N-oxide (2.44 g) and acetonitrile (50 mL) was added tetrapropylammonium perruthenate (366 mg), and the mixture was stirred for 5 hr, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (0-30% ethyl acetate/hexane) to give the title object compound (1.33 g, 51%) as a yellow oil.

Workup

  1. concentrationconcentrated under reduced pressure
  2. customThe residue was purified by silica gel column chromatography (0-30% ethyl acetate/hexane)

Sources & evidence

ORD record
ord-5823f61956324cf88f8d1bdb0e01f6f1
Source dataset
uspto-grants-2013_05
Patent number
US08436043B2

Reaction notes

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