3-Phenoxytoluene → 3-Phenoxybenzaldehyde

HRID 462134Notes

Reaction equation

[O:1]([C:8]1[CH:9]=[C:10]([CH3:14])[CH:11]=[CH:12][CH:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Se](=O)=[O:16]>>[O:1]([C:8]1[CH:9]=[C:10]([CH:11]=[CH:12][CH:13]=1)[CH:14]=[O:16])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

Reactant 2

HCID 191653-Phenoxytoluene

HCID 24007Selenium Dioxide

Product 1

HCID 382843-Phenoxybenzaldehyde

Procedure

The invention relates to a process for the oxidation of meta-phenoxytoluene by selenium dioxide in the presence of a dehydrating agent to produce meta-phenoxybenzaldehyde containing less than 250 ppm dissolved selenium. The invention relates to a process whereby the benzaldehyde can be recovered from the reaction mixture as the bisulfite addition product at the rate of 90%/hr. The invention further relates to a stoichiometric selenium dioxide oxidation of meta-phenoxytoluene to yield a selectivity of about 90% or greater based on the toluene.

Sources & evidence

ORD record: ord-1060a7713a0a4ec7979c75fd5108a8b8
Source dataset: uspto-grants-1977_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04065505

Reaction notes

Loading…