(5-Bromo-3-pyridinyl)methanol → 5-Bromo-3-pyridinecarboxaldehyde

HRID 30469

Reaction equation

HRID 30469 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH2:8][OH:9])[CH:5]=[N:6][CH:7]=1>O=[Mn]=O>[Br:1][C:2]1[CH:3]=[C:4]([CH:8]=[O:9])[CH:5]=[N:6][CH:7]=1

Participants

3

Reactant 1

HCID 2784733(5-Bromo-3-pyridinyl)methanol

Product 1

HCID 27847345-Bromo-3-pyridinecarboxaldehydeYield 51.1%

Reagents, catalysts & solvents 1

HCID 14801Manganese dioxideCatalyst

Procedure

(5-Bromo-pyridin-3-yl)-methanol (1.13 g, 6.00 mmol) was dissolved in CHCI3 (40 mL) and treated with MnO2 (3.60 g). The reaction mixture was heated at reflux temperature for 3 h. The hot reaction mixture was filtered through a pad of diatomaceous earth and the filtrate was concentrated to yield the title compound (0.570 g, 51%).

Workup

  1. temperatureThe reaction mixture was heated
  2. temperatureat reflux temperature for 3 h
  3. filtrationThe hot reaction mixture was filtered through a pad of diatomaceous earth
  4. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-a363896c2f4243088d27486a0d5c3e7a
Source dataset
uspto-grants-2008_09
Patent number
US07423147B2

Linked notes

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