Isomerization of .beta.-.gamma.-unsaturated alcohol or its ester
AssigneeNissan Chemical Industries, Ltd.
InventorsAtsuo Murata, Syuji Tsuchiya, Hideo Suzuki
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Abstract
A cis-trans isomerization of a cis-.beta.-.gamma.-unsaturated alcohol or its ester having the formula ##STR1## wherein R.sub.1 represents hydrogen atom or a C.sub.1 -C.sub.5 alkyl group; X represents hydrogen atom or ##STR2## and R.sub.2 represents a hydrocarbon moiety or a hydroxyhydrocarbon moiety; R.sub.3 represents hydrogen atom or a hydrocarbon moiety into a transform, in the presence of a mercaptan as a catalyst, is provided. It can be also attained in the presence of a mercaptan and/or a disulfide as a catalyst in an inert gas environment with an initiator. It can be also attained in the presence of a mercaptan under an irradiation, if desired with a small amount of an initiator.
Claims5
In an isomerization of a cis-.beta.-.gamma.-unsaturated alcohol or its ester having the formula:
- ##STR14## wherein R.sub.1 represents hydrogen atom or a C.sub.1 -C.sub.5 alkyl group;
- x represents hydrogen atom or --C(O)--R.sub.3 ;
- R.sub.2 represents a hydrocarbon moiety or a hydroxy hydrocarbon moiety;
- and
- R.sub.3 represents hydrogen atom or a hydrocarbon moiety, into a trans-form;
- the improvement characterized by isomerizing said cis-.beta.-.gamma.-unsaturated alcohol or ester in the presence of a mercaptan or disulfide, which is a member selected from the group consisting of aromatic mercaptans, alkyl dithiols, dialkyl disulfides, thioglycol, mercaptoethanol, octylthiol, cyclohexanethiol, cyclopentanethiol, and mixtures thereof, as a catalyst;
- wherein said isomerization occurs substantially without shift of the double bond from said .beta.-.gamma.-unsaturated position.
In an isomerization of a cis .beta.-.gamma.-unsaturated alcohol or its ester having the formula;
- ##STR15## wherein R.sub.1 represents hydrogen atom or a C.sub.1 -C.sub.5 alkyl group;
- X represents hydrogen atom or --C(O)--R.sub.3 ;
- R.sub.2 represents a hydrocarbon moiety or a hydroxy hydrocarbon moiety;
- and
- R.sub.3 represents hydrogen atom or a hydrocarbon moiety, into a trans-form, the improvement characterized by isomerizing said cis .beta.-.gamma.-unsaturated alcohol or ester in the presence of a mercaptan or disulfide which is a member selected from the group consisting of aromatic mercaptans, alkyl dithiols, dialkyl disulfides, thioglycol, mercaptoethanol, octylthiol, cyclohexanethiol, cyclopentanethiol, and mixtures thereof as a catalyst;
- wherein said isomerization is carried out under irradiation.
Dependencies are inferred from the claim text.