(3,4,5-Trimethoxy-2-nitrophenyl)methanol → 3,4,5-Trimethoxy-2-nitrobenzaldehyde

HRID 2289575Notes

Reaction equation

HRID 2289575 reaction equation
[CH3:1][O:2][C:3]1[C:4]([N+:15]([O-:17])=[O:16])=[C:5]([CH:8]=[C:9]([O:13][CH3:14])[C:10]=1[O:11][CH3:12])[CH2:6][OH:7]>C(Cl)Cl.[O-2].[O-2].[Mn+4]>[CH3:1][O:2][C:3]1[C:4]([N+:15]([O-:17])=[O:16])=[C:5]([CH:8]=[C:9]([O:13][CH3:14])[C:10]=1[O:11][CH3:12])[CH:6]=[O:7]

Participants

4

Reactant 1

HCID 227988(3,4,5-Trimethoxy-2-nitrophenyl)methanol

Product 1

HCID 186979183,4,5-Trimethoxy-2-nitrobenzaldehydeYield 30%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalyst2×HCID 6344DichloromethaneSolvent

Procedure

Active manganese dioxide (8.0 g) was added to a solution of 3,4,5-trimethoxy-2-nitrobenzyl alcohol (1.01 g, 4.15 mmol), prepared in the step (a), in methylene chloride (15 ml), and the mixture was stirred at room temperature overnight. Further, active manganese dioxide (8.0 g) was added thereto, and the mixture was stirred at room temperature for 8 hr. The reaction mixture was filtered through Celite, and the solvent was removed under reduced pressure to give 3,4,5-trimethoxy-2-nitrobenzaldehyde (300 mg, 30%) as colorless powder.

Workup

  1. stirringthe mixture was stirred at room temperature for 8 hr
  2. filtrationThe reaction mixture was filtered through Celite
  3. customthe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-ef5325f9ec414c1bb60e57b17cff8077
Source dataset
uspto-grants-2000_07
Patent number
US06093714

Reaction notes

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