(3-(2H-1,2,3-triazol-2-yl)phenyl)methanol → 3-(2H-1,2,3-triazol-2-yl)benzaldehyde

HRID 594249Notes

Reaction equation

HRID 594249 reaction equation
[N:1]1[N:2]([C:6]2[CH:7]=[C:8]([CH2:12][OH:13])[CH:9]=[CH:10][CH:11]=2)[N:3]=[CH:4][CH:5]=1>C(Cl)Cl.O=[Mn]=O>[N:1]1[N:2]([C:6]2[CH:7]=[C:8]([CH:9]=[CH:10][CH:11]=2)[CH:12]=[O:13])[N:3]=[CH:4][CH:5]=1

Participants

4

Reactant 1

HCID 53488009(3-(2H-1,2,3-triazol-2-yl)phenyl)methanol

Product 1

HCID 834815283-(2H-1,2,3-triazol-2-yl)benzaldehyde

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 6344DichloromethaneSolvent

Procedure

A solution of (3-(2H-1,2,3-triazol-2-yl)phenyl)methanol (425 mg; 2.42 mmol) in anh. DCM (24 ml) was treated with MnO2 (3.165 g; 36.41 mmol), and the resulting mixture was stirred at rt, under nitrogen, for 1.5 h. The resulting reaction mixture was then filtered over celite, and the separated solids were washed with DCM. The filtrate was concentrated to dryness under reduced pressure giving 3-(2H-1,2,3-triazol-2-yl)benzaldehyde as a pale yellow solid. LC-MS (conditions A): tR=0.63 min.; no ionisation.

Workup

  1. customThe resulting reaction mixture
  2. filtrationwas then filtered over celite
  3. washthe separated solids were washed with DCM
  4. concentrationThe filtrate was concentrated to dryness under reduced pressure

Sources & evidence

ORD record
ord-198db9f03f2b4a04a5a8423a71ed396e
Source dataset
uspto-grants-2016_01
Patent number
US09242970B2

Reaction notes

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