Process for the hydrogenation of C—C double bonds
AssigneeMerck Patent GmbH
InventorsStefan Lehmann, Thomas Koppe
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Abstract
The present invention relates to a gentle process for catalytic hydrogenation and to a process for the preparation of biotin using the hydrogenation step. The process according to the invention for the selective, catalytic hydrogenation of a C—C double bond on a thiazole ring system having at least one functional group which can be converted into a salt under basic conditions is characterised in that the hydrogenation is carried out in a protic solvent is a pH>7.
Claims22
A process for the catalytic hydrogenation of at least one C—C double bond present in a compound of the formula I
- wherein each of the radicals R1 and R2 is a protecting group, X is O or S, and R is C1-20-hydroxyalkyl or an ester thereof, or C1-20-carboxyalkyl or an ester thereof comprising hydrogenating in a protic solvent at a pH of >7 and in H2 gas at a hydrogen pressure of 1–200 bar.
A process for the catalytic enantioselective hydrogenation of at least one C—C double bond located on or in a thiazole ring system containing at least one functional group which can be converted into a salt under basic conditions, comprising hydrogenating in a protic solvent at a pH of >7 and at a hydrogen pressure of 1–200 bar.
Dependencies are inferred from the claim text.