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Hydrogen Peroxide → HCID 20725604, compound

HRID 884982
Notes
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Reaction equation

HRID 884982 reaction equation
[CH3:1][O:2][CH2:3][C:4]1[CH:5]=[N:6][CH:7]=[CH:8][CH:9]=1.OO.C(=O)([O-])[O-:13].[Na+].[Na+]>C(O)(=O)C>[CH3:1][O:2][CH2:3][C:4]1[CH:5]=[N+:6]([O-:13])[CH:7]=[CH:8][CH:9]=1
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 784Hydrogen PeroxideHCID 10340Sodium CarbonateHCID 3389263-(Methoxymethyl)pyridine

Product 1

HCID 20725604HCID 20725604, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
80 °C

Procedure

A mixture of 7.74 g of 3-methoxymethylpyridine, 60 ml of acetic acid and 7.5 g of 30% hydrogen peroxide solution was stirred while heating at 80° C. for four hours. The reaction mixture was cooled to room temperature, and then sodium carbonate was added in small portions. The reaction mixture was subjected to filtration, and washed with ethyl acetate. The resultant filtrate was washed with a saturated aqueous solution of sodium hydrogensulfite and a saturated sodium chloride solution, and dried over anhydrous sodium carbonate. Activated carbon was added, followed by filtration through Celite™. The filtrate was concentrated under reduced pressure to give 2.66 g of 3-methoxymethylpyridine N-oxide.

Workup

  1. temperatureThe reaction mixture was cooled to room temperature
  2. filtrationThe reaction mixture was subjected to filtration
  3. washwashed with ethyl acetate
  4. washThe resultant filtrate was washed with a saturated aqueous solution of sodium hydrogensulfite
  5. dry with materiala saturated sodium chloride solution, and dried over anhydrous sodium carbonate
  6. additionActivated carbon was added
  7. filtrationfollowed by filtration through Celite™
  8. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-eb488db78c9748eca3d9ebaef1afd49e
Source dataset
uspto-grants-2012_08
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08242133B2

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes