公开(公告)号：US3812155A

公开(公告)日：1974-05-21

申请号：US7892570

申请日：1970-10-07

Applicant: COMMERCIAL SOLVENTS CORP

Inventor： WEHRMEISTER H ,  ROBERTSON D

IPC: A23K1/16 ,  A23K1/18 ,  C07C65/01 ,  C07D307/88 ,  C07D9/00

CPC classification number: C07D307/88 ,  A23K20/126 ,  A23K50/30 ,  C07C65/01

Abstract: THE NEW COMPOUNDS 3-(9-DECENYLIDENE)PHTHALIDE; 3(9 - DECENYL)PHTHALIDE; 3-(9-HYDROXYDECYL)PHTHALIDE; 2(1,10-DIHYDROXYUNDECYL)BENZOIC ACID; AND 2-(10-HYDROXYUNDECYL)BENZOIC ACID; AND A RECEMIC MIXTURE OF DIDEOXYZEARALANE ARE PROVIDED; ANIMAL FEEDS CONTAINING GROWTH PROMOTING AMOUNTS OF THE RACEMIC MIXTURE OF DIDEOXYZEARALANE ARE PROVIDED; AND PROCESSES FOR PRODUCING THE NEW COMPOUNDS, THE RACEMIC MIXTURE OF DIDEOXYZEARALANE, AND DIDEOXYZEARALANE ARE PROVIDED. A RACEMIC MIXTURE OF ($)-DIDEOXYZEARALANE CAN BE PREPARED BY CONDENSING 10-UNDECENOIC ANHYDRIDE WITH PHTHALIC ANHYDRIDE TO PRODUCE 3-(9-DECEYLIDENE)PHTHALIDE (COMPOUND A). THE INTERNAL DOUBLE BOND OF COMPOUND A IS REDUCED TO PRODUCE 3-(9-HYDROXYDECYL)PHTHALIDE (COMPOUND B). THE TERMINAL DOUBLE BOND OF COMPOUND B IS HYDRATED TO PRODUCE 3-(9-HYDROXYDECYL)PHTHALIDE (COMPOUND C) WHICH IS SAPONIFIED TO PRODUCED THE SALT OF COMPOUND D (2-(1,10-HYDROXYUNDECYL)BENZOIC ACID (COMPOUND THE SALT OF COMPOUND D IS SUBJECTED TO HYDROGENOLYSIS TO PRODUCE 2-(10-HYDROXYUNDECYL)BENZOIC ACID (COMPOUND E) WHICH IS SUBJECTED TO LACTONIZATION TO PROVIDE ($)DIDEOXYZEARALANE. THE SPECIFIC (+)-DIDEOXYZEARALANE OR (-)-DIDEOXYZEARALANE COMPOUNDS CAN BE PRODUCED BY RESOLVING RACEMIC MIXTURES.