Peracetic Acid → HCID 22176444, compound

HRID 2307267Notes

Reaction equation

HRID 2307267 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH2:8][CH3:9])[N:3]=1.C(OO)(=[O:12])C.[OH-].[K+]>C(O)(=O)C>[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH2:8][CH3:9])[N+:3]=1[O-:12]

Participants

5

Reactant 3

HCID 6585Peracetic AcidHCID 14797Potassium HydroxideHCID 129548002-Bromo-6-ethylpyridine

Product 1

HCID 22176444HCID 22176444, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of 2-bromo-6-ethyl-pyridine (15.4 g, 82.8 mmol) (S. G. Davies and M. R. Shipton, J. Chem. Soc., Perkin Trans. 1, 1991, 3, 501) in acetic acid (15 ml) was added peracetic acid (26 ml of a 39% solution) maintaining T<50° C. After complete addition the mixture was stirred at 50° C. for 5 hr and then cooled to room temperature (rt). Crushed ice (40 g) was added and the pH was adjusted to pH 12 with 40% aqueous KOH solution. After extraction with CHCl3 (6×60 ml) the combined organic phases were dried (Na2CO3) and evaporated to give 20.0 g (>100%) of the title compound, MS: m/e=201 (M+) as a yellow oil.

Workup

  1. additionAfter complete addition the mixture
  2. temperaturecooled to room temperature (rt)
  3. extractionAfter extraction with CHCl3 (6×60 ml) the combined organic phases
  4. dry with materialwere dried (Na2CO3)
  5. customevaporated

Sources & evidence

ORD record
ord-5fc7d08271054fa6be5311bba638694d
Source dataset
uspto-grants-2004_12
Patent number
US06831087B2

Reaction notes

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