1,4-Dioxane → HCID 53944603, compound

HRID 726638Notes

Reaction equation

HRID 726638 reaction equation
[CH2:1]([O:3][P:4]([CH2:9][C:10]1[C:11]([CH3:24])=[N:12][C:13]2[C:18]([CH:19]=1)=[CH:17][C:16]([O:20][CH3:21])=[C:15]([O:22][CH3:23])[CH:14]=2)([O:6][CH2:7][CH3:8])=[O:5])[CH3:2].[O:25]1CCOCC1>>[CH2:1]([O:3][P:4]([CH2:9][C:10]1[C:11]([CH:24]=[O:25])=[N:12][C:13]2[C:18]([CH:19]=1)=[CH:17][C:16]([O:20][CH3:21])=[C:15]([O:22][CH3:23])[CH:14]=2)([O:6][CH2:7][CH3:8])=[O:5])[CH3:2]

Participants

3

Reactant 2

HCID 312751,4-DioxaneHCID 53826277HCID 53826277, compound

Product 1

HCID 53944603HCID 53944603, compound

Procedure

SeO2 (0.56 g, 5.06 mmol) was added to a solution of 3-(diethylphosphonomethyl)-6,7-dimethoxy-2-methylquinoline (1.79 g, 5.06 mmol) in dioxane (25 ml). The mixture was refluxed for 75 min, filtered and concentrated. The remaining oil was purified by chromatography to give 1.48 g 3-(diethylphosphonomethyl)-6,7-dimethoxyquinoline-2-carboxaldehyde.

Workup

  1. temperatureThe mixture was refluxed for 75 min
  2. filtrationfiltered
  3. concentrationconcentrated
  4. customThe remaining oil was purified by chromatography

Sources & evidence

ORD record
ord-ca5bb3eeeb154c7daccd75d4269a6cf0
Source dataset
uspto-grants-1998_01
Patent number
US05710139

Reaction notes

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