Methyl morpholine oxide → HCID 59161047, compound

HRID 1873577Notes

Reaction equation

HRID 1873577 reaction equation
[C:1]([O:4][CH2:5][CH2:6][CH2:7][N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][OH:15])[CH2:10][CH2:9]1)(=[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][CH2:6][CH2:7][N:8]1[CH2:13][CH2:12][CH:11]([CH:14]=[O:15])[CH2:10][CH2:9]1)(=[O:3])[CH3:2]

Participants

5

Reactant 2

HCID 82029Methyl morpholine oxideHCID 59160971HCID 59160971, compound

Product 1

HCID 59161047HCID 59161047, compound

Reagents, catalysts & solvents 2

HCID 178419074HCID 178419074, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

1.36 g (6.30 mmol) of the compound from Example 27A are dissolved in 14 ml dry dichloromethane, and 3.39 g of molecular sieve (4 Å), 1.11 g (9.44 mmol) of N-methylmorpholine N-oxide and 111 mg (0.32 mmol) of tetrapropylammonium perruthenate are added in succession. The reaction mixture is stirred at RT for 1 h and then directly purified chromatographically on silica gel 60 (mobile phase: gradient dichloromethane/ethanol 100:1→10:1).

Workup

  1. customdirectly purified chromatographically on silica gel 60 (mobile phase: gradient dichloromethane/ethanol 100:1→10:1)

Sources & evidence

ORD record
ord-b8813f94ce4d417185f4ada24d2d06cb
Source dataset
uspto-grants-2012_11
Patent number
US08304412B2

Reaction notes

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