1-(Methoxymethyl)-2-nitrobenzene → 2-Nitrobenzaldehyde

HRID 1392568Notes

Reaction equation

C[O:2][CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[N+:10]([O-:12])=[O:11].Br([O-])(=O)=O.[Na+]>>[N+:10]([C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=1[CH:3]=[O:2])([O-:12])=[O:11]

Participants

Reactant 2

HCID 126166891-(Methoxymethyl)-2-nitrobenzene

HCID 23668195Sodium Bromate

Product 1

HCID 111012-Nitrobenzaldehyde

Procedure

In the same manner as in Example 3, the operation was conducted, except that 0.67 g (4 mmols) of o-nitrobenzyl methyl ether was used in place of m-methoxybenzyl alcohol and also 0.2 g (1.35 mmols) of sodium bromate was used. With respect to the components in the reaction solution, the intended o-nitrobenzaldehyde was produced in an area ratio, as determined by gas chromatography, of 53.6% and 38.6% of o-nitrobenzyl methyl ether as a raw material was remained.

Sources & evidence

ORD record: ord-3bb2c140d1ed4a6a85bf6c42e3de4ff9
Source dataset: uspto-grants-2008_03
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07342138B2

Reaction notes

Loading…