Patent ID: 11958818
Assignee: BOEHRINGER INGELHEIM INTERNATIONAL GMBH
Field: Organic fine chemistry (Chemistry)
Classification: CPC C | IPC C

Claim 5:
6. A process for making Compound 1, the process comprising:
(i) carrying out an azeotropic distillation of solution comprising cumene hydroperoxide and a solvent capable of forming an azeotrope to provide a first anhydrous solution;
(ii) cooling the first anhydrous solution;
(iii) carrying out an azeotropic distillation of a solution comprising methylallyl alcohol, (+)-di-isopropyl L-tartrate (L-DIPT), and a solvent capable of forming an azeotrope to provide a second anhydrous solution;
(iv) cooling the second anhydrous solution;
(v) adding titanium tetraisoproxide (Ti(O-iPr)4) to the cooled second anhydrous solution in step (iv);
(vi) combining the cooled first solution from step (ii) with the cooled second anhydrous solution from step (v) to provide a first reaction solution;
(vii) allowing the contents of the first reaction solution from step (vi) to react to provide a solution comprising INT-1;
(viii) optionally treating the solution obtained from step (vii) with trimethylphosphite to quench unreacted cumene hydroperoxide; and
(ix) treating the solution obtained from step (vii), or the optionally quenched solution of step (viii), with triethylamine (Et3N), 4-dimethylaminopyridine (DMAP), and 4-bromobenzene-1-sulfonyl chloride (BrsCl) to provide a reaction solution comprising Compound 1.