Manufacture of but-2-en-1-ol compounds by isomerizing the corresponding but-3-en-1-ol compounds
AssigneeBASF SE
InventorWalter Rebafka
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Abstract
The process for the manufacture of but-2-en-1-ol compounds by isomerizing but-3-en-1-ol compounds in the presence of a palladium catalyst and of hydrogen is improved by modifying the palladium catalyst with selenium or tellurium. The but-2-en-1-ols manufactured according to the invention are either solvents or valuable starting materials for the manufacture of solvents, dyes, surface coatings, paints and pesticides.
Claims5
An improved process for the preparation of but-2-en-1-ol compounds of the general formula I ##STR6## where the individual radicals R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5 and R.sup.6 may be identical or different and each is hydrogen or an aliphatic radical, which may or may not be substituted by OH, OR (where R is an aliphatic radical), halogen or carboxyl, with the provisos that (1) R.sup.2 may also be --CHO, (2) R.sup.2 and R.sup.5 together with the carbon atoms between them may also be members of an alicyclic ring, and (3) R.sup.6 may also be a cycloalkyl of 5 to 7 carbon atoms, aralkyl of 7 to 12 atoms, phenyl, naphthyl or ##STR7## where R.sup.7 is alkyl of 1 to 6 carbon atoms, cycloalkyl of 5 to 7 carbon atoms, aralkyl of 7 to 12 carbon atoms, phenyl or naphthyl, by isomerizing but-3-en-1-ol compounds of the general formula II ##STR8## where R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5 and R.sup.6 have the above meanings, in the presence of palladium and/or one of its compounds, and in the presence of hydrogen, at from 0.degree. to 250.degree. C., wherein the improvement comprises carrying out the isomerization in the presence of selenium and/or tellurium and/or one of their compounds as the co-catalyst.
An improved process for the preparation of but-2-en-1-ol compounds of the general formula I ##STR9## where the individual radicals R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5 and R.sup.6 may be identical or different and each is hydrogen or alkyl of 1 to 6 carbon atoms, which may or may not be substituted by OH, OR (where R is an aliphatic radical), halogen or carboxyl, with the provisos that (1) R.sup.2 may also be --CHO, (2) R.sup.2 and R.sup.5 together with the carbon atoms between them may also be members of a 5-membered, 6-membered or 7-membered alicyclic ring and (3) R.sup.6 may also be cycloalkyl of 5 to 7 carbon atoms, aralkyl of 7 to 12 carbon atoms, phenyl, naphthyl or ##STR10## where R.sup.7 is alkyl of 1 to 6 carbon atoms, cycloalkyl of 5 to 7 carbon atoms, aralkyl of 7 to 12 carbon atoms, phenyl or naphthyl, by isomerizing but-3-en-1-ol compounds of the general formula II ##STR11## where R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5 and R.sup.6 have the above meanings, in the presence of palladium and/or one of its compounds, and in the presence of hydrogen, at from 0.degree. to 250.degree. C., wherein the improvement comprises carrying out the isomerization in the presence of selenium and/or tellurium and/or one of their compounds as the co-catalyst.
Dependencies are inferred from the claim text.