HCID 67272423, compound → HCID 20264287, compound

HRID 1592409Notes

Reaction equation

HRID 1592409 reaction equation
[O:1]([C:8]1[C:9]([CH2:14][OH:15])=[N:10][CH:11]=[CH:12][CH:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>C(Cl)Cl.O=[Mn]=O>[O:1]([C:8]1[C:9]([CH:14]=[O:15])=[N:10][CH:11]=[CH:12][CH:13]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 67272423HCID 67272423, compound

Product 1

HCID 20264287HCID 20264287, compoundYield 67%

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 6344DichloromethaneSolvent

Procedure

To a solution of (3-phenoxy-pyridin-2-yl)-methanol (0.130 g, 0.646 mmol) in CH2Cl2 (7 mL) was added MnO2 (10 microns, 90+%) (0.645 g, 7.42 mmol) and the resulting black mixture stirred for 24 h. The mixture was filtered through celite and washed with CH2Cl2. The solution was concentrated to give 3-phenoxy-pyridine-2-carbaldehyde as a yellow oil (0.085 g, 67%). 1H NMR (CDCl3) δ 6.97-7.43 (m, 7H), 8.50 (dd, 1H, J=2.8, 1.2 Hz), 10.42 (s, 1H).

Workup

  1. filtrationThe mixture was filtered through celite
  2. washwashed with CH2Cl2
  3. concentrationThe solution was concentrated

Sources & evidence

ORD record
ord-ebc481d106814509b84149e7017926c8
Source dataset
uspto-grants-2007_11
Patent number
US07291631B2

Reaction notes

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