Ethyl Acetate → HCID 14760612, compound

HRID 704662Notes

Reaction equation

HRID 704662 reaction equation
[OH:1][CH2:2][C:3]1[CH2:8][C:7](=[O:9])[C:6]([O:10][CH2:11][C:12]2[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=2)=[CH:5][N:4]=1.C([O:23][CH2:24][CH3:25])(=O)C>CO.[O-2].[O-2].[Mn+4]>[CH:2]([C:3]1[N:4]([O:23][CH:24]([C:25]2[CH:3]=[CH:8][CH:7]=[CH:6][CH:5]=2)[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:5]=[C:6]([O:10][CH2:11][C:12]2[CH:13]=[CH:14][C:15]([O:18][CH3:19])=[CH:16][CH:17]=2)[C:7](=[O:9])[CH:8]=1)=[O:1]

Participants

5

Reactant 2

HCID 8857Ethyl AcetateHCID 20072695HCID 20072695, compound

Product 1

HCID 14760612HCID 14760612, compound

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 887MethanolSolvent

Procedure

In 300 ml of anhydrous methanol is suspended 6 g of 2-hydroxymethyl-5-p-methoxybenzyloxy-4-pyridone, and 15 g of active manganese dioxide is added thereto. The reaction is performed under heating at a refluxing temperature for 30 minutes. At the end of the reaction, the manganese dioxide is removed by filtration, and the filtrate is condensed under reduced pressure. The residue is dissolved in 150 ml of ethyl acetate, washed with water, dried over anhydrous magnesium sulfate, and condensed under reduced pressure to give the title compound (5.63 g).

Workup

  1. additionis added
  2. temperatureunder heating at a refluxing temperature for 30 minutes
  3. customAt the end of the reaction
  4. customthe manganese dioxide is removed by filtration
  5. customcondensed under reduced pressure
  6. washwashed with water
  7. dry with materialdried over anhydrous magnesium sulfate, and condensed under reduced pressure

Sources & evidence

ORD record
ord-eb8c7b1f47e545409d46684bef67dfd4
Source dataset
uspto-grants-1991_01
Patent number
US04988686

Reaction notes

Loading…