Process for preparing the dialdehyde of vinylcyclohexene
Process for preparing the dialdehyde of vinylcyclohexene.
1 . Process comprising the process steps of:
a) initially charging vinylcyclohexene;
b) adding a compound of formula (I):
where R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 are selected from: —H, —(C 1 -C 12 )-alkyl, -Ph;
c) adding a Pt compound capable of forming a complex;
d) adding an iodine compound;
e) feeding in CO and H 2 ;
f) heating the reaction mixture from steps a) to e), to convert the vinylcyclohexene to the dialdehyde and
g) converting the dialdehyde to the diol.
2 . Process according to claim 1 ,
where R 1 and R 4 are —H.
3 . Process according to claim 1 ,
where R 5 , R 6 , R 7 , R 8 are -Ph.
4 . Process according to claim 1 ,
where R 2 and R 3 are —(C 1 -C 12 )-alkyl.
5 . Process according to claim 1 ,
where R 2 and R 3 are —CH 3 .
6 . Process according to claim 1 ,
wherein the compound (I) has the structure (1):
7 . Process according to claim 1 ,
wherein the Pt compound is selected from: Pt(II)I 2 , Pt(IV)I 4 , diphenyl(1,5-COD)Pt(II), Pt(II)(acac) 2 , Pt(0)(PPh 3 ) 4 , Pt(0)(DVTS) solution (CAS: 68478-92-2), Pt(0)(ethylene)(PPh 3 ) 2 , tris(benzylideneacetone)Pt(0), Pt(II)(OAC) 2 solution, Pt(0)(t-Bu) 2 , Pt(II)(COD)Me 2 , Pt(II)(COD)I 2 , Pt(IV)IMe 3 , Pt(II)(hexafluoroacetylacetonate) 2 .
8 . Process according to claim 1 ,
wherein PtI 2 is added in an amount, measured in mol % based on vinylcyclohexene, so that the value is in the range of 0.1 mol % to 5 mol %.
9 . Process according to claim 1 ,
comprising the additional process step e′):
e′) adding a solvent.
10 . Process according to claim 1 ,
wherein the conversion of the dialdehyde to the diol is carried out using “Shvo's catalyst” (CAS 104439-77-2).
11 . Aldehyde mixture comprising the compounds (2a) and (2b):
12 . Alcohol mixture comprising the compounds (3a) and (3b):