HCID 15067096, compound → HCID 15067079, compound

HRID 1587047Notes

Reaction equation

HRID 1587047 reaction equation
[CH2:1]([O:3][CH2:4][CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([CH2:13][OH:14])=[CH:9][N:8]=1)[CH3:2]>C1(C)C=CC=CC=1.[O-2].[O-2].[Mn+4]>[CH2:1]([O:3][CH2:4][CH2:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([CH:13]=[O:14])=[CH:9][N:8]=1)[CH3:2]

Participants

4

Reactant 1

HCID 15067096HCID 15067096, compound

Product 1

HCID 15067079HCID 15067079, compound

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 1140TolueneSolvent

Procedure

A total of 16 g of manganese dioxide is added in portions to a boiling solution of 8 g (40.6 mmol) of [2-(2-ethoxyethoxy)-5-pyridyl]-methanol in 200 ml of toluene within two hours. The mixture is then filtered hot and evaporated. Pale yellow oil, yield 7.1 g (90% of theory). 1H NMR (CDCl3 ; δ[ppm]): 1.2 (t, 3H); 3.6 (q, 2H); 3.8 (t, 2H); 4.6 (t, 2H); 6.9 (d, 1H); 8.1 (dd, 1H); 8.6 (d, 1H); 10.0 (s, 1H).

Workup

  1. filtrationThe mixture is then filtered hot
  2. customevaporated

Sources & evidence

ORD record
ord-facc34ec5d604731b8986ce816df2995
Source dataset
uspto-grants-1993_06
Patent number
US05216170

Reaction notes

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