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US 4,536,585 AGranted
Method of making acetals by catalytic reaction of aldehydes with hydroxyalkanes
AssigneeThe Standard Oil Company
InventorsChristos Paparizos, Robert S. Shout, Wilfrid G. Shaw
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Abstract
It is disclosed that a Pd-Tl alloy catalyst is used in making acetals and acetalic ethers from alcohols and saturated or unsaturated aldehydes, and to make cyclic acetals and cyclic acetalic ethers when reacting with diols.
Claims6
A process which comprises reacting a C.sub.1 to C.sub.12 saturated aldehyde or a C.sub.3 to C.sub.12 unsaturated aldehyde with
- (1) a C.sub.1 to C.sub.12, monohydroxyalkane, to produce an acetal, as follows:
- ##STR8## in the case of a saturated aldehyde, or to produce an acetalic ether, as follows:
- ##STR9## in the case of an unsaturated aldehyde, or with (2) a C.sub.2 to C.sub.3 dihydroxyalkane, to produce a closed ring acetal, as follows:
- ##STR10## in the case of a saturated aldehyde, or to produce a closed ring acetalic ether, as follows:
- ##STR11## in the case of an unsaturated aldehyde, said reacting being effected by intimately contacting a mixture of the reactants with a particulate solid metallic catalyst comprising an alloy of palladium and thallium,
- wherein
- R is alkyl having 1-12 carbon atoms,
- R.sub.1 is alkyl having 1-12 carbon atoms,
- R.sub.2 is selected from --CH.sub.2 CH.sub.2 --, --CH.sub.2 CH.sub.2 CH.sub.2 -- and --CH(CH.sub.3)CH.sub.2 --,
- R.sub.3 is alkenyl having 2-12 carbon atoms, and
- R.sub.4 is the hydrocarbon residue of the group resulting from the addition of a hydroxyl group in R.sub. OH or R.sub.2 (OH).sub.2, across the double bond of R.sub.3.
8 more elements
A process which comprises reacting a C.sub.1 to C.sub.6 saturated aldehyde or a C.sub.3 to C.sub.6 unsaturated aldehyde with
- (1) a C.sub.1 to C.sub.6 monohydroxyalkane, to produce an acetal, as follows:
- ##STR12## in the case of a saturated aldehyde, or to produce an acetalic ether, as follows:
- ##STR13## in the case of an unsaturated aldehyde or with (2) a C.sub.2 to C.sub.3 dihydroxyalkane, to produce a closed ring acetal, as follows:
- ##STR14## in the case of a saturated aldehyde, or to produce a closed ring acetalic ether, as follows:
- ##STR15## in the case of an unsaturated aldehyde, said reacting being effected by intimately contacting a mixture of the reactants with a particulate solid metalic catalyst comprising an alloy of palladium and thallium,
- wherein
- R is alkyl having 1-6 carbon atoms,
- R.sub.1 is alkyl having 1-6 carbon atoms,
- R.sub.2 is selected from --CH.sub.2 CH.sub.2 --, --CH.sub.2 CH.sub.2 CH.sub.2 -- and --CH(CH.sub.3)CH.sub.2 --,
- R.sub.3 is alkenyl having 2-6 carbon atoms,
- R.sub.4 is the hydrocarbon residue of the group resulting from the addition of a hydroxyl group in R.sub.1 OH or R.sub.2 (OH).sub.2, across the double bond of R.sub.3.
8 more elements
Dependencies are inferred from the claim text.