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US 4,393,244 AGranted
Method and the manufacture of cyclic mono and/or diketones from cyclic mono or sesqui terpenes by catalytic oxidation
AssigneeIndian Explosives Limited
InventorsSumit Bhaduri, Madan M. Mahandru
Life of this patent
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Abstract
Cyclic terpenes containing at least one unsubstituted methylene group adjacent to a double bond are converted into cyclic mono- and/or diketones by oxidation with oxygen in the presence of a transition metal catalyst.
Claims10
A process for the preparation of cyclic mono and/or diketones which comprises reacting a cyclic mono or sesquiterpenoid hydrocarbon containing at least one unsubstituted methylene group adjacent to a double bond with oxygen or an oxygen containing gas in the presence of a catalyst selected from the group consisting of compounds of the formulas:
- M.sub.m (L.sub.2)nX.sub.p (O).sub.q
- where
- L.sub.2 is 2,2'-bipyridyl or 1,10-orthophenanonthroline, and either
- (a) M is Cu, m=2, X is I, Br or Cl, p=2, q=0;
- or
- (b) M is Cu, m=1, n=1, X is NO.sub.2, p=2 and q=0;
- or
- (c) M is Mo, m=1, n=1, X=Br, p=2 and q=2;
- R"L.sub.3 Cl
- where
- L is triphenylphosphine;
- ##STR3## where M is Co, X=2 to 3 and R.sub.1 and R.sub.2 which may be the same or different represent methyl, ethyl, propyl, trifluoromethyl, phenyl or benzyl;
- and
- M(O).sub.m [(R.sub.1 CO)CH(COR.sub.2)].sub.n
- where
- R.sub.1 and R.sub.2 which may be the same or different represent methyl, ethyl, n-propyl, trifluoromethyl, phenyl or benzyl, and
- (a) M is V, m=1, n=2, or
- (b) M is Mo, m=2, n=2, or
- (c) M is Co, m=o, n=2, or
- (d) M is Co, m=o, n=2, or
- (e) M is Mn, m=o, n=2, or
- (f) M is Cu, m=o, n=2, or
- (g) M is Rh, m=o, n=3, or
- (h) M is Fe, m=o, n=3.
21 more elements
Dependencies are inferred from the claim text.