Oxygen → 2-Nitrobenzaldehyde

HRID 1090872Notes

Reaction equation

HRID 1090872 reaction equation
CN(C)C=[CH:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[N+:11]([O-:13])=[O:12].[O:15]=O>CN(C=O)C.Cl[Cu]>[N+:11]([C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=1[CH:4]=[O:15])([O-:13])=[O:12]

Participants

5

Reactant 2

HCID 977OxygenHCID 54442712N,N-Dimethyl-2-(2-nitrophenyl)ethen-1-amine

Product 1

HCID 111012-NitrobenzaldehydeYield 88.8%

Reagents, catalysts & solvents 2

HCID 62652Cuprous chlorideCatalystHCID 6228DimethylformamideSolvent

Procedure

The crude solution of β-dimethylamino-2-nitro-styrene, prepared analogously to Example 1, was diluted with 250 ml of DMF and 3 g of CuCl were added. The mixture was areated at 50° C. for 45 min. using oxygen and the solvent was then removed. After customary working-up, it was possible to isolate 88.8% of o-nitrobenzaldehyde, based on the o-nitro-toluene employed. The proportion of secondary components in the precipitated product was only 0.8%.

Workup

  1. additionwere added
  2. customthe solvent was then removed

Sources & evidence

ORD record
ord-71e227c3840a488398421f944556d57e
Source dataset
uspto-grants-1992_01
Patent number
US05082976

Reaction notes

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