[2-Methyl-4-(2-pyridylmethoxy)phenyl]methanol → 2-Methyl-4-(2-pyridylmethoxy)benzaldehyde

HRID 632518Notes

Reaction equation

HRID 632518 reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([O:8][CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][N:11]=2)[CH:5]=[CH:4][C:3]=1[CH2:16][OH:17]>[O-2].[O-2].[Mn+4].C(Cl)(Cl)Cl>[CH3:1][C:2]1[CH:7]=[C:6]([O:8][CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][N:11]=2)[CH:5]=[CH:4][C:3]=1[CH:16]=[O:17]

Participants

4

Reactant 1

HCID 117888981[2-Methyl-4-(2-pyridylmethoxy)phenyl]methanol

Product 1

HCID 1178889782-Methyl-4-(2-pyridylmethoxy)benzaldehydeYield 99%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6212ChloroformSolvent

Procedure

To 0.72 g of [2-methyl-4-(2-pyridylmethoxy)phenyl]methanol were added 30 mL of CHCl3 and 7.2 g of manganese dioxide, and the mixture was stirred at room temperature for 2 hours. Insoluble matter was filtered off from the reaction mixture, and the mother liquor was concentrated to give 0.70 g of the title compound (99% yield).

Workup

  1. filtrationInsoluble matter was filtered off from the reaction mixture
  2. concentrationthe mother liquor was concentrated

Sources & evidence

ORD record
ord-66b6ed5d60fd4d7abd68002c09eb2c15
Source dataset
uspto-grants-2016_04
Patent number
US09321752B2

Reaction notes

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