Water → HCID 19696493, compound

HRID 863455Notes

Reaction equation

HRID 863455 reaction equation
[OH2:1].[Se](=O)=O.[CH3:5][C:6]1[C:15]2[C:10](=[CH:11][CH:12]=[C:13]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[CH:14]=2)[N:9]=[CH:8][CH:7]=1>O1CCOCC1>[C:16]1([C:13]2[CH:14]=[C:15]3[C:10](=[CH:11][CH:12]=2)[N:9]=[CH:8][CH:7]=[C:6]3[CH:5]=[O:1])[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1

Participants

5

Reactant 3

HCID 962WaterHCID 24007Selenium DioxideHCID 19696489HCID 19696489, compound

Product 1

HCID 19696493HCID 19696493, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

1.4 ml of water and 17 g of selenium dioxide are added to 8.5 g (38.8 mmol) of 4-methyl-6-phenyl-quinoline in 85 ml of dioxane and the mixture is boiled for 1 hour. The selenium is filtered off with suction and washed with methanol and the filtrate is concentrated. The resulting mixture is separated by flash chromatography, the clean fractions are concentrated and the residue is stirred with ether, filtered off with suction and washed with ether. 3.2 g of colourless crystals of melting point 115° C. are obtained.

Workup

  1. filtrationThe selenium is filtered off with suction
  2. washwashed with methanol
  3. concentrationthe filtrate is concentrated
  4. customThe resulting mixture is separated by flash chromatography
  5. concentrationthe clean fractions are concentrated
  6. filtrationfiltered off with suction
  7. washwashed with ether

Sources & evidence

ORD record
ord-b0e877f069fa49e2add3656e711bff2c
Source dataset
uspto-grants-1998_02
Patent number
US05721248

Reaction notes

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