(5-Methyl-2-nitrophenyl)methanol → 5-Methyl-2-nitrobenzaldehyde

HRID 862584Notes

Reaction equation

HRID 862584 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([C:7]([N+:10]([O-:12])=[O:11])=[CH:8][CH:9]=1)[CH2:5][OH:6]>ClCCl.[O-2].[O-2].[Mn+4]>[CH3:1][C:2]1[CH:3]=[C:4]([C:7]([N+:10]([O-:12])=[O:11])=[CH:8][CH:9]=1)[CH:5]=[O:6]

Participants

4

Reactant 1

HCID 568847(5-Methyl-2-nitrophenyl)methanol

Product 1

HCID 118051105-Methyl-2-nitrobenzaldehydeYield 84%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

A mixture of 3-methyl-6-nitrobenzylalcohol (10 g, 59.8 mmol) and manganese dioxide (80 g) in dichloromethane (100 mL) was stirred for 9 h and passed through a celite short column. The eluent was concentrated and the residue was purified by silica gel column chromatography with 8:1 hexane/ethyl acetate to give 8.25 g of the title compound (84%).

Workup

  1. concentrationThe eluent was concentrated
  2. customthe residue was purified by silica gel column chromatography with 8:1 hexane/ethyl acetate

Sources & evidence

ORD record
ord-fda2730e7b62487ab61bb9c20ffd3b6d
Source dataset
uspto-grants-1998_02
Patent number
US05719152

Reaction notes

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