Method and reaction pathway for selectively oxidizing organic compounds

Patent · Thu Jan 01 00:00:00 EST 1998

OSTI ID:871743

Camaioni, Donald M ^[1]; Lilga, Michael A ^[1]

---

1. Richland, WA

A method of selectively oxidizing an organic compound in a single vessel comprises: a) combining an organic compound, an acid solution in which the organic compound is soluble, a compound containing two oxygen atoms bonded to one another, and a metal ion reducing agent capable of reducing one of such oxygen atoms, and thereby forming a mixture; b) reducing the compound containing the two oxygen atoms by reducing one of such oxygen atoms with the metal ion reducing agent to, 1) oxidize the metal ion reducing agent to a higher valence state, and 2) produce an oxygen containing intermediate capable of oxidizing the organic compound; c) reacting the oxygen containing intermediate with the organic compound to oxidize the organic compound into an oxidized organic intermediate, the oxidized organic intermediate having an oxidized carbon atom; d) reacting the oxidized organic intermediate with the acid counter ion and higher valence state metal ion to bond the acid counter ion to the oxidized carbon atom and thereby produce a quantity of an ester incorporating the organic intermediate and acid counter ion; and e) reacting the oxidized organic intermediate with the higher valence state metal ion and water to produce a quantity of alcohol which is less than the quantity of ester, the acid counter ion incorporated in the ester rendering the carbon atom bonded to the counter ion less reactive with the oxygen containing intermediate in the mixture than is the alcohol with the oxygen containing intermediate.

• Research Organization: Battelle Memorial Institute, Columbus, OH (United States)
• DOE Contract Number: AC06-76RL01830
• Assignee: Battelle Memorial Institute (Richland, WA)
• Patent Number(s): US 5786505
• OSTI ID: 871743
• Country of Publication: United States
• Language: English

Related Subjects

method
reaction
pathway
selectively
oxidizing
organic
compounds
compound
single
vessel
comprises
combining
acid
solution
soluble
containing
oxygen
atoms
bonded
metal
reducing
agent
capable
forming
mixture
oxidize
valence
produce
intermediate
reacting
oxidized
carbon
atom
counter
bond
quantity
ester
incorporating
water
alcohol
incorporated
rendering
reactive
compound containing
vessel comprises
oxygen containing
organic compound
acid solution
organic compounds
reducing agent
carbon atom
oxygen atoms
agent capable
selectively oxidizing
atom bonded
single vessel
oxidized carbon
oxidizing organic
oxygen atom
reaction pathway
/999/