Methyl morpholine oxide → HCID 59160962, compound

HRID 1873573Notes

Reaction equation

HRID 1873573 reaction equation
[C:1]([O:4][CH2:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][OH:15])[CH2:10][CH2:9]1)=[O:7])(=[O:3])[CH3:2].C[N+]1([O-])CCOCC1>ClCCl.[Ru]([O-])(=O)(=O)=O.C([N+](CCC)(CCC)CCC)CC>[C:1]([O:4][CH2:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([CH:14]=[O:15])[CH2:10][CH2:9]1)=[O:7])(=[O:3])[CH3:2]

Participants

5

Reactant 2

HCID 82029Methyl morpholine oxideHCID 59161022HCID 59161022, compound

Product 1

HCID 59160962HCID 59160962, compound

Reagents, catalysts & solvents 2

HCID 178419074HCID 178419074, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

600 mg (2.79 mmol) of the compound from Example 22A are dissolved in 6 ml of dry dichloromethane, and 1.5 g of powdered molecular sieve (4 Å) and 490 mg (4.18 mmol) of N-methylmorpholine N-oxide are added. 49 mg (0.14 mmol) of tetrapropylammonium perruthenate are then added, and the mixture is stirred at RT for 1 h. The reaction mixture is then directly purified chromatographically on silica gel 60 (mobile phase: gradient dichloromethane/ethanol 100:1→20:1).

Workup

  1. customThe reaction mixture is then directly purified chromatographically on silica gel 60 (mobile phase: gradient dichloromethane/ethanol 100:1→20:1)

Sources & evidence

ORD record
ord-a8071d00066c4a3c9bc3becc074baad7
Source dataset
uspto-grants-2012_11
Patent number
US08304412B2

Reaction notes

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