HCID 54520011, compound → HCID 54048682, compound

HRID 862064Notes

Reaction equation

HRID 862064 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([OH:17])=[C:6]([CH:16]=1)[CH:7]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][N+:10]=1[O-:15])[OH:8]>[O-2].[O-2].[Mn+4].C(Cl)(Cl)Cl>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([OH:17])=[C:6]([CH:16]=1)[C:7]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][N+:10]=1[O-:15])=[O:8]

Participants

4

Reactant 1

HCID 54520011HCID 54520011, compound

Product 1

HCID 54048682HCID 54048682, compoundYield 50.7%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6212ChloroformSolvent

Procedure

A mixture of 2-(5-bromo-2, α-dihydroxybenzyl) pyridine N-oxide (2.50 g), activated manganese dioxide (12.5 g) and chloroform (60 ml) was stirred for 16 hours at room temperature. The manganese dioxide was filtered off, and the filtrate was concentrated. The concentrate was recrystallized from ethyl acetate to give 2-(5-bromo-2-hydroxybenzoyl)pyridine N-oxide (1.26 g, m.p. 160°-162° C.), whose spectrum data are shown below.

Workup

  1. filtrationThe manganese dioxide was filtered off
  2. concentrationthe filtrate was concentrated
  3. customThe concentrate was recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-d62e510b96844bf2ac7a67c17f65faff
Source dataset
uspto-grants-1998_02
Patent number
US05716971

Reaction notes

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